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Showing 1 to 12 of 72 entries
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Stereocontrol within confined spaces: enantioselective photooxidation of enecarbamates inside zeolite supercages.

Journal of the American Chemical Society

Sivaguru J, Poon T, Franz R, Jockusch S, Adam W, Turro NJ.
PMID: 15339146
J Am Chem Soc. 2004 Sep 08;126(35):10816-7. doi: 10.1021/ja046115a.

Dye-exchanged Y zeolite is shown to be an effective medium to control the stereoselectivity in the photooxygenation of chiral oxazolidinone-functionalized Z/E-1 enecarbamates. An enantioselectivity (ee) as high as 80% was observed in the methyldesoxybenzoin (MDB) product, obtained in the...

Light-induced transfer of molecular chirality in solution: enantiospecific photocyclization of molecularly chiral acrylanilides.

Journal of the American Chemical Society

Ayitou AJ, Sivaguru J.
PMID: 19301904
J Am Chem Soc. 2009 Apr 15;131(14):5036-7. doi: 10.1021/ja9003552.

Molecularly chiral o-tert-butylacrylanilides undergo enantiospecific 6pi-photocyclization to yield 3,4-dihydroquinolin-2-ones with very high enantioselectivity (>90%) in solution. The photocyclization results in the removal of the ortho tert-butyl substituent, presumably via a zwitterionic intermediate. Beta-substitution in the alkene is found to...

Light-induced stereospecific intramolecular [2+2]-cycloaddition of atropisomeric 3,4-dihydro-2-pyridones.

Chemical communications (Cambridge, England)

Kumarasamy E, Sivaguru J.
PMID: 23169246
Chem Commun (Camb). 2013 May 14;49(39):4346-8. doi: 10.1039/c2cc37123e. Epub 2012 Nov 20.

Atropisomeric 3,4-dihydro-2-pyridones undergo stereospecific [2+2]-photocycloaddition in solution with high stereoselectivity (ee > 98% and de > 96%) in the product. The chiral transfer during phototransformation was rationalized based on the stability/reactivity of the biradical.

Human kidney stones: a natural record of universal biomineralization.

Nature reviews. Urology

Sivaguru M, Saw JJ, Wilson EM, Lieske JC, Krambeck AE, Williams JC, Romero MF, Fouke KW, Curtis MW, Kear-Scott JL, Chia N, Fouke BW.
PMID: 34031587
Nat Rev Urol. 2021 Jul;18(7):404-432. doi: 10.1038/s41585-021-00469-x. Epub 2021 May 24.

GeoBioMed - a new transdisciplinary approach that integrates the fields of geology, biology and medicine - reveals that kidney stones composed of calcium-rich minerals precipitate from a continuum of repeated events of crystallization, dissolution and recrystallization that result from...

Dose-.

Extreme Mechanics Letters

Emon MAB, Knoll S, Doha U, Ladehoff L, Lalonde L, Baietto D, Sivaguru M, Bhargava R, Saif MTA.
PMID: 34095408
Extreme Mech Lett. 2021 Jul;46. doi: 10.1016/j.eml.2021.101249. Epub 2021 Mar 03.

Fluorescent microscopy employs monochromatic light for excitation, which can adversely affect the cells being observed. We reported earlier that fibroblasts relax their contractile force in response to green light of typical intensity. Here we show that such effects are...

Chemoselective Photoreaction of Enamides: Divergent Reactivity towards [3+2]-Photocycloaddition vs Paternò-Büchi Reaction.

Photochemistry and photobiology

Kandappa SK, Kumarasamy E, Singathi R, Valloli LK, Ugrinov A, Sivaguru J.
PMID: 34287915
Photochem Photobiol. 2021 Jul 19; doi: 10.1111/php.13489. Epub 2021 Jul 19.

Photoreaction of enamides tethered to a phenyl ketone leads to either [3+2]-photocycloaddition or Paternò-Büchi reaction. This divergence in chemical reactivity originating from the same excited state was dependent on the reaction temperature. At low temperatures the Paternò-Büchi reaction was...

Ag-Catalyzed Insertion of Alkynyl Carbenes into C-C Bonds of β-Ketocarbonyls: A Formal C(sp.

Organic letters

Ning Y, Song Q, Sivaguru P, Wu L, Anderson EA, Bi X.
PMID: 34985288
Org Lett. 2022 Jan 05; doi: 10.1021/acs.orglett.1c04081. Epub 2022 Jan 05.

Here we report a silver-catalyzed alkynyl carbene insertion into β-ketocarbonyls using alkynyl

New Strategies for the Synthesis of Aliphatic Azides.

Chemical reviews

Sivaguru P, Ning Y, Bi X.
PMID: 33635623
Chem Rev. 2021 Apr 14;121(7):4253-4307. doi: 10.1021/acs.chemrev.0c01124. Epub 2021 Feb 26.

Aliphatic azides are a versatile class of compounds found in a variety of biologically active pharmaceuticals. These compounds are also recognized as useful precursors for the synthesis of a range of nitrogen-based scaffolds of therapeutic drugs, biologically active compounds,...

Persistent neonatal jaundice resulting from hereditary pyropoikilocytosis.

American journal of hematology

Sivaguru G, Simini G, Bain BJ.
PMID: 34553410
Am J Hematol. 2021 Sep 22; doi: 10.1002/ajh.26358. Epub 2021 Sep 22.

No abstract available.

Difluoroacetaldehyde N-Triftosylhydrazone (DFHZ-Tfs) as a Bench-Stable Crystalline Diazo Surrogate for Diazoacetaldehyde and Difluorodiazoethane.

Angewandte Chemie (International ed. in English)

Ning Y, Zhang X, Gai Y, Dong Y, Sivaguru P, Wang Y, Reddy BRP, Zanoni G, Bi X.
PMID: 31999022
Angew Chem Int Ed Engl. 2020 Apr 16;59(16):6473-6481. doi: 10.1002/anie.202000119. Epub 2020 Mar 02.

Despite the growing importance of volatile functionalized diazoalkanes in organic synthesis, their safe generation and utilization remain a formidable challenge because of their difficult handling along with storage and security issues. In this study, we developed a bench-stable difluoroacetaldehyde...

Editorial preface to special issue.

Microscopy research and technique

Sivaguru M.
PMID: 29193436
Microsc Res Tech. 2018 Feb;81(2):99-100. doi: 10.1002/jemt.22974. Epub 2017 Nov 27.

No abstract available.

A photo-auxiliary approach - enabling excited state classical phototransformations with metal free visible light irradiation.

Chemical communications (Cambridge, England)

Iyer A, Jockusch S, Sivaguru J.
PMID: 28101552
Chem Commun (Camb). 2017 Feb 04;53(10):1692-1695. doi: 10.1039/c6cc09261f. Epub 2017 Jan 19.

Most traditional photoreactions require UV light to yield the desired product. To address this issue, photoreaction of hydrazide based chromophores was evaluated with visible light using a metal free photocatalyst to afford photoproducts in high yields. This hydrazide functionality...

Showing 1 to 12 of 72 entries