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Linear free-energy relationship and rate study on a silylation-based kinetic resolution: mechanistic insights.

The Journal of organic chemistry

Akhani RK, Moore MI, Pribyl JG, Wiskur SL.
PMID: 24559422
J Org Chem. 2014 Mar 21;79(6):2384-96. doi: 10.1021/jo402569h. Epub 2014 Mar 07.

The substituent effect of different p-substituted triphenylsilyl chlorides on silylation-based kinetic resolutions was explored. Electron-donating groups slow down the reaction rate and improve the selectivity, while electron-withdrawing groups increase the reaction rate and decrease the selectivity. Linear free-energy relationships...

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Akhani RK, Moore MI, Pribyl JG, et al. Linear free-energy relationship and rate study on a silylation-based kinetic resolution: mechanistic insights. J Org Chem. 2014;79(6):2384-96doi: 10.1021/jo402569h.
Akhani, R. K., Moore, M. I., Pribyl, J. G., & Wiskur, S. L. (2014). Linear free-energy relationship and rate study on a silylation-based kinetic resolution: mechanistic insights. The Journal of organic chemistry, 79(6), 2384-96. https://doi.org/10.1021/jo402569h
Akhani, Ravish K, et al. "Linear free-energy relationship and rate study on a silylation-based kinetic resolution: mechanistic insights." The Journal of organic chemistry vol. 79,6 (2014): 2384-96. doi: https://doi.org/10.1021/jo402569h
Akhani RK, Moore MI, Pribyl JG, Wiskur SL. Linear free-energy relationship and rate study on a silylation-based kinetic resolution: mechanistic insights. J Org Chem. 2014 Mar 21;79(6):2384-96. doi: 10.1021/jo402569h. Epub 2014 Mar 07. PMID: 24559422.
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Cyclodextrin-based nanosponges as drug carriers.

Beilstein journal of organic chemistry

Trotta F, Zanetti M, Cavalli R.
PMID: 23243470
Beilstein J Org Chem. 2012;8:2091-9. doi: 10.3762/bjoc.8.235. Epub 2012 Nov 29.

Cyclodextrin-based nanosponges, which are proposed as a new nanosized delivery system, are innovative cross-linked cyclodextrin polymers nanostructured within a three-dimensional network. This type of cyclodextrin polymer can form porous insoluble nanoparticles with a crystalline or amorphous structure and spherical...

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Trotta F, Zanetti M, Cavalli R. Cyclodextrin-based nanosponges as drug carriers. Beilstein J Org Chem. 2012;8:2091-9doi: 10.3762/bjoc.8.235.
Trotta, F., Zanetti, M., & Cavalli, R. (2012). Cyclodextrin-based nanosponges as drug carriers. Beilstein journal of organic chemistry, 82091-9. https://doi.org/10.3762/bjoc.8.235
Trotta, Francesco, et al. "Cyclodextrin-based nanosponges as drug carriers." Beilstein journal of organic chemistry vol. 8 (2012): 2091-9. doi: https://doi.org/10.3762/bjoc.8.235
Trotta F, Zanetti M, Cavalli R. Cyclodextrin-based nanosponges as drug carriers. Beilstein J Org Chem. 2012;8:2091-9. doi: 10.3762/bjoc.8.235. Epub 2012 Nov 29. PMID: 23243470; PMCID: PMC3520565.
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Synthesis, structural characterization, aromatic characteristics, and metalation of neo-confused porphyrins, a newly discovered class of porphyrin isomers.

The Journal of organic chemistry

Li R, Lammer AD, Ferrence GM, Lash TD.
PMID: 24697282
J Org Chem. 2014 May 02;79(9):4078-93. doi: 10.1021/jo500580e. Epub 2014 Apr 18.

Neo-confused porphyrins represent a unique family of porphyrin isomers that retain overall aromatic characteristics by virtue of a 17-atom 18π electron delocalization pathway. These porphyrin analogues have a pyrrolic subunit linked in a 1,3-fashion so that a nitrogen atom...

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Li R, Lammer AD, Ferrence GM, et al. Synthesis, structural characterization, aromatic characteristics, and metalation of neo-confused porphyrins, a newly discovered class of porphyrin isomers. J Org Chem. 2014;79(9):4078-93doi: 10.1021/jo500580e.
Li, R., Lammer, A. D., Ferrence, G. M., & Lash, T. D. (2014). Synthesis, structural characterization, aromatic characteristics, and metalation of neo-confused porphyrins, a newly discovered class of porphyrin isomers. The Journal of organic chemistry, 79(9), 4078-93. https://doi.org/10.1021/jo500580e
Li, Ruoshi, et al. "Synthesis, structural characterization, aromatic characteristics, and metalation of neo-confused porphyrins, a newly discovered class of porphyrin isomers." The Journal of organic chemistry vol. 79,9 (2014): 4078-93. doi: https://doi.org/10.1021/jo500580e
Li R, Lammer AD, Ferrence GM, Lash TD. Synthesis, structural characterization, aromatic characteristics, and metalation of neo-confused porphyrins, a newly discovered class of porphyrin isomers. J Org Chem. 2014 May 02;79(9):4078-93. doi: 10.1021/jo500580e. Epub 2014 Apr 18. PMID: 24697282.
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Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols.

Beilstein journal of organic chemistry

Chiarucci M, Locritani M, Cera G, Bandini M.
PMID: 21977203
Beilstein J Org Chem. 2011;7:1198-204. doi: 10.3762/bjoc.7.139. Epub 2011 Sep 01.

Gold(I)-N-heterocyclic carbene (NHC) complexes proved to be a reliable catalytic system for the direct synthesis of functionalized γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with primary alcohols. Good isolated chemical yields were obtained for a range of malonyl and acetate derivatives....

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Chiarucci M, Locritani M, Cera G, et al. Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols. Beilstein J Org Chem. 2011;7:1198-204doi: 10.3762/bjoc.7.139.
Chiarucci, M., Locritani, M., Cera, G., & Bandini, M. (2011). Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols. Beilstein journal of organic chemistry, 71198-204. https://doi.org/10.3762/bjoc.7.139
Chiarucci, Michel, et al. "Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols." Beilstein journal of organic chemistry vol. 7 (2011): 1198-204. doi: https://doi.org/10.3762/bjoc.7.139
Chiarucci M, Locritani M, Cera G, Bandini M. Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols. Beilstein J Org Chem. 2011;7:1198-204. doi: 10.3762/bjoc.7.139. Epub 2011 Sep 01. PMID: 21977203; PMCID: PMC3182428.
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A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas.

Beilstein journal of organic chemistry

Smith K, El-Hiti GA, Hegazy AS, Kariuki B.
PMID: 21977206
Beilstein J Org Chem. 2011;7:1219-27. doi: 10.3762/bjoc.7.142. Epub 2011 Sep 06.

Lithiation of N'-benzyl-N,N-dimethylurea and its substituted derivatives with t-BuLi (3.3 equiv) in anhydrous THF at 0 °C followed by reaction with various electrophiles afforded a range of 3-substituted isoindolin-1-ones in high yields.

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Smith K, El-Hiti GA, Hegazy AS, et al. A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas. Beilstein J Org Chem. 2011;7:1219-27doi: 10.3762/bjoc.7.142.
Smith, K., El-Hiti, G. A., Hegazy, A. S., & Kariuki, B. (2011). A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas. Beilstein journal of organic chemistry, 71219-27. https://doi.org/10.3762/bjoc.7.142
Smith, Keith, et al. "A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas." Beilstein journal of organic chemistry vol. 7 (2011): 1219-27. doi: https://doi.org/10.3762/bjoc.7.142
Smith K, El-Hiti GA, Hegazy AS, Kariuki B. A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas. Beilstein J Org Chem. 2011;7:1219-27. doi: 10.3762/bjoc.7.142. Epub 2011 Sep 06. PMID: 21977206; PMCID: PMC3182431.
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β-(Trifluoromethyl)vinyl sulfonium salts: preparation and reactions with active methylene and methenyl compounds.

The Journal of organic chemistry

Lin H, Shen Q, Lu L.
PMID: 21797270
J Org Chem. 2011 Sep 16;76(18):7359-69. doi: 10.1021/jo2009033. Epub 2011 Aug 17.

Two trifluoromethyl-substituted building blocks β-(trifluoromethyl)vinyl sulfonium salts 1 and 2 were developed. Reactions of β-(trifluoromethyl)vinyl sulfonium salt 1 with active methylene compounds containing electron-withdrawing groups using DBU as the base in DMSO occurred to give trifluoromethyl-substituted cyclopropane derivatives 7...

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Lin H, Shen Q, Lu L. β-(Trifluoromethyl)vinyl sulfonium salts: preparation and reactions with active methylene and methenyl compounds. J Org Chem. 2011;76(18):7359-69doi: 10.1021/jo2009033.
Lin, H., Shen, Q., & Lu, L. (2011). β-(Trifluoromethyl)vinyl sulfonium salts: preparation and reactions with active methylene and methenyl compounds. The Journal of organic chemistry, 76(18), 7359-69. https://doi.org/10.1021/jo2009033
Lin, Hao, et al. "β-(Trifluoromethyl)vinyl sulfonium salts: preparation and reactions with active methylene and methenyl compounds." The Journal of organic chemistry vol. 76,18 (2011): 7359-69. doi: https://doi.org/10.1021/jo2009033
Lin H, Shen Q, Lu L. β-(Trifluoromethyl)vinyl sulfonium salts: preparation and reactions with active methylene and methenyl compounds. J Org Chem. 2011 Sep 16;76(18):7359-69. doi: 10.1021/jo2009033. Epub 2011 Aug 17. PMID: 21797270.
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Distortion, Tether, and Entropy Effects on Transannular Diels-Alder Cycloaddition Reactions of 10-18-Membered Rings.

The Journal of organic chemistry

He CQ, Chen TQ, Patel A, Karabiyikoglu S, Merlic CA, Houk KN.
PMID: 26466172
J Org Chem. 2015 Nov 06;80(21):11039-47. doi: 10.1021/acs.joc.5b02288. Epub 2015 Oct 28.

Density functional theory calculations were performed on a set of 13 transannular Diels-Alder (TADA) reactions with 10-18-membered rings. The results were compared with those for bimolecular and intramolecular Diels-Alder reactions in order to investigate the controlling factors of the...

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He CQ, Chen TQ, Patel A, et al. Distortion, Tether, and Entropy Effects on Transannular Diels-Alder Cycloaddition Reactions of 10-18-Membered Rings. J Org Chem. 2015;80(21):11039-47doi: 10.1021/acs.joc.5b02288.
He, C. Q., Chen, T. Q., Patel, A., Karabiyikoglu, S., Merlic, C. A., & Houk, K. N. (2015). Distortion, Tether, and Entropy Effects on Transannular Diels-Alder Cycloaddition Reactions of 10-18-Membered Rings. The Journal of organic chemistry, 80(21), 11039-47. https://doi.org/10.1021/acs.joc.5b02288
He, Cyndi Qixin, et al. "Distortion, Tether, and Entropy Effects on Transannular Diels-Alder Cycloaddition Reactions of 10-18-Membered Rings." The Journal of organic chemistry vol. 80,21 (2015): 11039-47. doi: https://doi.org/10.1021/acs.joc.5b02288
He CQ, Chen TQ, Patel A, Karabiyikoglu S, Merlic CA, Houk KN. Distortion, Tether, and Entropy Effects on Transannular Diels-Alder Cycloaddition Reactions of 10-18-Membered Rings. J Org Chem. 2015 Nov 06;80(21):11039-47. doi: 10.1021/acs.joc.5b02288. Epub 2015 Oct 28. PMID: 26466172.
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Direct Synthesis of Thioethers from Carboxylates and Thiols Catalyzed by FeCl3.

The Journal of organic chemistry

Venkatesham K, Bhujanga Rao C, Dokuburra CB, Bunce RA, Venkateswarlu Y.
PMID: 26497695
J Org Chem. 2015 Nov 20;80(22):11611-7. doi: 10.1021/acs.joc.5b02143. Epub 2015 Oct 30.

A new and efficient method has been developed for the synthesis of thioethers from carboxylates and thiols. The reaction proceeds via a Fe(III)-catalyzed direct displacement of carboxylates from benzylic or allylic esters by heterocyclic thiols. Short reaction times, good...

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Venkatesham K, Bhujanga Rao C, Dokuburra CB, et al. Direct Synthesis of Thioethers from Carboxylates and Thiols Catalyzed by FeCl3. J Org Chem. 2015;80(22):11611-7doi: 10.1021/acs.joc.5b02143.
Venkatesham, K., Bhujanga Rao, C., Dokuburra, C. B., Bunce, R. A., & Venkateswarlu, Y. (2015). Direct Synthesis of Thioethers from Carboxylates and Thiols Catalyzed by FeCl3. The Journal of organic chemistry, 80(22), 11611-7. https://doi.org/10.1021/acs.joc.5b02143
Venkatesham, Kunuru, et al. "Direct Synthesis of Thioethers from Carboxylates and Thiols Catalyzed by FeCl3." The Journal of organic chemistry vol. 80,22 (2015): 11611-7. doi: https://doi.org/10.1021/acs.joc.5b02143
Venkatesham K, Bhujanga Rao C, Dokuburra CB, Bunce RA, Venkateswarlu Y. Direct Synthesis of Thioethers from Carboxylates and Thiols Catalyzed by FeCl3. J Org Chem. 2015 Nov 20;80(22):11611-7. doi: 10.1021/acs.joc.5b02143. Epub 2015 Oct 30. PMID: 26497695.
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Comparison of 2-Arylnaphtho[2,3-b]phospholes and 2-Arylbenzo[b]phospholes: Effects of 2-Aryl Groups and Fused Arene Moieties on Their Optical and Photophysical Properties.

The Journal of organic chemistry

Matano Y, Motegi Y, Kawatsu S, Kimura Y.
PMID: 25927484
J Org Chem. 2015 Jun 05;80(11):5944-50. doi: 10.1021/acs.joc.5b00541. Epub 2015 May 13.

Suzuki-Miyaura cross-coupling reactions were used in the divergent synthesis of a series of 2-arylnaphtho[2,3-b]phosphole P-oxides and their benzo[b]phosphole counterparts. We elucidated the electronic and steric effects of the 2-aryl groups and fused arene moieties on the optical and photophysical...

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Matano Y, Motegi Y, Kawatsu S, et al. Comparison of 2-Arylnaphtho[2,3-b]phospholes and 2-Arylbenzo[b]phospholes: Effects of 2-Aryl Groups and Fused Arene Moieties on Their Optical and Photophysical Properties. J Org Chem. 2015;80(11):5944-50doi: 10.1021/acs.joc.5b00541.
Matano, Y., Motegi, Y., Kawatsu, S., & Kimura, Y. (2015). Comparison of 2-Arylnaphtho[2,3-b]phospholes and 2-Arylbenzo[b]phospholes: Effects of 2-Aryl Groups and Fused Arene Moieties on Their Optical and Photophysical Properties. The Journal of organic chemistry, 80(11), 5944-50. https://doi.org/10.1021/acs.joc.5b00541
Matano, Yoshihiro, et al. "Comparison of 2-Arylnaphtho[2,3-b]phospholes and 2-Arylbenzo[b]phospholes: Effects of 2-Aryl Groups and Fused Arene Moieties on Their Optical and Photophysical Properties." The Journal of organic chemistry vol. 80,11 (2015): 5944-50. doi: https://doi.org/10.1021/acs.joc.5b00541
Matano Y, Motegi Y, Kawatsu S, Kimura Y. Comparison of 2-Arylnaphtho[2,3-b]phospholes and 2-Arylbenzo[b]phospholes: Effects of 2-Aryl Groups and Fused Arene Moieties on Their Optical and Photophysical Properties. J Org Chem. 2015 Jun 05;80(11):5944-50. doi: 10.1021/acs.joc.5b00541. Epub 2015 May 13. PMID: 25927484.
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Platinum-catalyzed asymmetric ring-opening reactions of oxabenzonorbornadienes with phenols.

The Journal of organic chemistry

Meng L, Yang W, Pan X, Tao M, Cheng G, Wang S, Zeng H, Long Y, Yang D.
PMID: 25679332
J Org Chem. 2015 Mar 06;80(5):2503-12. doi: 10.1021/acs.joc.5b00065. Epub 2015 Feb 20.

A platinum(II)-catalyzed asymmetric ring opening of oxabenzonorbornadienes with phenols was developed, which afforded the corresponding cis-2-(un)substituted phenoxy-1,2-dihydronaphthalen-1-ol products rather than the trans ones in excellent yields (up to 99%) with moderate to good enantioselectivities (up to 87% ee) under...

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Meng L, Yang W, Pan X, et al. Platinum-catalyzed asymmetric ring-opening reactions of oxabenzonorbornadienes with phenols. J Org Chem. 2015;80(5):2503-12doi: 10.1021/acs.joc.5b00065.
Meng, L., Yang, W., Pan, X., Tao, M., Cheng, G., Wang, S., Zeng, H., Long, Y., & Yang, D. (2015). Platinum-catalyzed asymmetric ring-opening reactions of oxabenzonorbornadienes with phenols. The Journal of organic chemistry, 80(5), 2503-12. https://doi.org/10.1021/acs.joc.5b00065
Meng, Ling, et al. "Platinum-catalyzed asymmetric ring-opening reactions of oxabenzonorbornadienes with phenols." The Journal of organic chemistry vol. 80,5 (2015): 2503-12. doi: https://doi.org/10.1021/acs.joc.5b00065
Meng L, Yang W, Pan X, Tao M, Cheng G, Wang S, Zeng H, Long Y, Yang D. Platinum-catalyzed asymmetric ring-opening reactions of oxabenzonorbornadienes with phenols. J Org Chem. 2015 Mar 06;80(5):2503-12. doi: 10.1021/acs.joc.5b00065. Epub 2015 Feb 20. PMID: 25679332.
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Novel carbocationic rearrangements of 1-styrylpropargyl alcohols.

Beilstein journal of organic chemistry

Basmadjian C, Zhang F, Désaubry L.
PMID: 26199656
Beilstein J Org Chem. 2015 Jun 15;11:1017-22. doi: 10.3762/bjoc.11.114. eCollection 2015.

The dehydration and subsequent cyclization reactions of 1-styrylpropargyl alcohols was examined. In the course of these studies, numerous scaffolds were synthesized, including a furan, a cyclopentenone, an acyclic enone and even a naphthalenone. The diversity of these structural motifs...

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Basmadjian C, Zhang F, Désaubry L. Novel carbocationic rearrangements of 1-styrylpropargyl alcohols. Beilstein J Org Chem. 2015;11:1017-22doi: 10.3762/bjoc.11.114.
Basmadjian, C., Zhang, F., & Désaubry, L. (2015). Novel carbocationic rearrangements of 1-styrylpropargyl alcohols. Beilstein journal of organic chemistry, 111017-22. https://doi.org/10.3762/bjoc.11.114
Basmadjian, Christine, et al. "Novel carbocationic rearrangements of 1-styrylpropargyl alcohols." Beilstein journal of organic chemistry vol. 11 (2015): 1017-22. doi: https://doi.org/10.3762/bjoc.11.114
Basmadjian C, Zhang F, Désaubry L. Novel carbocationic rearrangements of 1-styrylpropargyl alcohols. Beilstein J Org Chem. 2015 Jun 15;11:1017-22. doi: 10.3762/bjoc.11.114. eCollection 2015. PMID: 26199656; PMCID: PMC4505300.
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Synthesis of novel N-cyclopentenyl-lactams using the Aubé reaction.

Beilstein journal of organic chemistry

Shinde MV, Ople RS, Sangtani E, Gonnade R, Reddy DS.
PMID: 26199661
Beilstein J Org Chem. 2015 Jun 23;11:1060-7. doi: 10.3762/bjoc.11.119. eCollection 2015.

A novel and convenient method utilizing the Aubé reaction to access a new class of compounds that are similar to carbocyclic nucleosides is reported. The azido alcohol derived from Vince lactam undergoes the Aubé reaction with various cyclic ketones...

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Shinde MV, Ople RS, Sangtani E, et al. Synthesis of novel N-cyclopentenyl-lactams using the Aubé reaction. Beilstein J Org Chem. 2015;11:1060-7doi: 10.3762/bjoc.11.119.
Shinde, M. V., Ople, R. S., Sangtani, E., Gonnade, R., & Reddy, D. S. (2015). Synthesis of novel N-cyclopentenyl-lactams using the Aubé reaction. Beilstein journal of organic chemistry, 111060-7. https://doi.org/10.3762/bjoc.11.119
Shinde, Madhuri V, et al. "Synthesis of novel N-cyclopentenyl-lactams using the Aubé reaction." Beilstein journal of organic chemistry vol. 11 (2015): 1060-7. doi: https://doi.org/10.3762/bjoc.11.119
Shinde MV, Ople RS, Sangtani E, Gonnade R, Reddy DS. Synthesis of novel N-cyclopentenyl-lactams using the Aubé reaction. Beilstein J Org Chem. 2015 Jun 23;11:1060-7. doi: 10.3762/bjoc.11.119. eCollection 2015. PMID: 26199661; PMCID: PMC4505090.
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Showing 1 to 12 of 23398 entries