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Shintani R, Yamagami T, Kimura T, et al. Asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones by rhodium-catalyzed 1,4-addition of arylzinc reagents in the presence of chlorotrimethylsilane. Org Lett. 2005;7(23):5317-9doi: 10.1021/ol052257d.
Shintani, R., Yamagami, T., Kimura, T., & Hayashi, T. (2005). Asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones by rhodium-catalyzed 1,4-addition of arylzinc reagents in the presence of chlorotrimethylsilane. Organic letters, 7(23), 5317-9. https://doi.org/10.1021/ol052257d
Shintani, Ryo, et al. "Asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones by rhodium-catalyzed 1,4-addition of arylzinc reagents in the presence of chlorotrimethylsilane." Organic letters vol. 7,23 (2005): 5317-9. doi: https://doi.org/10.1021/ol052257d
Shintani R, Yamagami T, Kimura T, Hayashi T. Asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones by rhodium-catalyzed 1,4-addition of arylzinc reagents in the presence of chlorotrimethylsilane. Org Lett. 2005 Nov 10;7(23):5317-9. doi: 10.1021/ol052257d. PMID: 16268567.
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Org Lett. 2005 Nov 10;7(23):5317-9. doi: 10.1021/ol052257d.

Asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones by rhodium-catalyzed 1,4-addition of arylzinc reagents in the presence of chlorotrimethylsilane.

Organic letters

Ryo Shintani, Takafumi Yamagami, Takahiro Kimura, Tamio Hayashi

Affiliations

  1. Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.

PMID: 16268567 DOI: 10.1021/ol052257d

Abstract

[reaction: see text] The first catalytic asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones has been developed by way of a rhodium-catalyzed 1,4-addition of arylzinc reagents to 4-quinolones. These 1,4-adducts can be obtained with high enantioselectivity by the use of (R)-binap as a ligand, and high yields are realized by conducting the reactions in the presence of chlorotrimethylsilane.

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