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Asymmetric Organocatalytic Enantioselective [1+4]-Annulation of Morita-Baylis-Hillman Carbonates with Thiazolyl Enones for Assembling of Dihydrofurans Featuring Thiazole Skeleton

Liu, Chang; Zhang, Pengfei; Li, Pengfei*
Science Citation Index Expanded
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摘要

The phosphine catalyzed enantioselective [1+4]-annulation of 1-aryl-3-(thiazol-5-yl)prop-2-enone with Morita-Baylis-Hillman carbonate was developed, which enabled the formation of structurally diversified 2, 3-dihydrofurans featuring thiazole skeleton in yields of 49%-96% with e. e. of 92%-99% and d. r. from 6: 1 to more than 20: 1. Notably, this work extended the application range of the established catalytic system and provided an excess to the chiral complex heterocyclic compounds containing dihydrofuran and thiazole structural units.

关键词

Asymmetric organocatalysis Annulation Thiazolyl enone MBH carbonate dihydrofuran