☆ 4.8 Article

Efficient Enantioselective Synthesis of Dihydropyrans Using a Chiral N,N′-Dioxide as Organocatalyst

ORGANIC LETTERS (2013)

期刊

ORGANIC LETTERS

卷 15, 期 11, 页码 2640-2643

出版社

AMER CHEMICAL SOC

DOI: 10.1021/ol400894j

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Chemistry, Organic

资金

National Natural Science Foundation of China [21021001, 21290182]
National Basic Research Program of China (973 Program) [2010CB833300]

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摘要

The bifunctional organocatalyst C3 N,N'-dioxide has been successfully applied to the asymmetric cascade Michael/hemiacetalization reaction of alpha-substituted cyano ketones and beta,gamma-unsaturated alpha-ketoesters for the synthesis of multifunctionalized chiral dihydropyrans. The corresponding products were obtained in excellent yields (up to 99%) with high to excellent enantioselectivities (up to 99% ee).

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