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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 17
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Articles

Organocatalyzed regioselective and enantioselective synthesis of 1,4- and 1,2-dihydropyridines

, , , &
Pages 2673-2684 | Received 31 Mar 2020, Published online: 04 Aug 2020
 

Abstract

Herein, we introduce one of the first examples of asymmetric organocatalyzed synthesis of 1,2-dihydropyridines, affording enantioselective access to and partially solving regioselectivity challenges in the synthesis of dihydropyridines. We demonstrate that through modification of organocatalysts both 1,2- and 1,4-dihydropyridines (1,2- and 1,4-DHPs) can be obtained with high regioselectivity (ratio of 1,2-DHP/1,4-DHP from 95/5 to 0/100) and enantioselectivity (33% ee for 1,2-DHPs and up to 98% ee for 1,4-DHPs) in good yields (up to 87%).

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Additional information

Funding

This research is
funded by the Graduate University of Science and Technology under [grant number GUST.STS.ĐT2017-HH10] and Vietnamese National Foundation for Science and Technology Development (NAFOSTED, code: 104.01-2017.27).

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