Asymmetric Synthesis of Spiro-3,4-dihydropyrans via a Domino Organocatalytic Sequence

被引：56

作者：

Yao, Weijun ^{[1
]}

Pan, Lianjie ^{[1
]}

Wu, Yihua ^{[1
]}

Ma, Cheng ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 10期

基金：

中国国家自然科学基金;

关键词：

DIELS-ALDER REACTIONS; CATALYTIC ENANTIOSELECTIVE CONSTRUCTION; CARBON QUATERNARY STEREOCENTERS; MICHAEL-ALDOL REACTIONS; CONJUGATE ADDITION; NONADJACENT STEREOCENTERS; CINCHONA ALKALOIDS; NATURAL-PRODUCTS; DERIVATIVES; ACTIVATION;

D O I：

10.1021/ol1007873

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A cinchona alkaloid-catalyzed domino Michael/hemiacetalization reaction of cyclic beta-oxo aldehydes and aromatic beta,gamma-unsaturated a-keto esters, resulting in the formation of spiro-dihydropyran architectures in good yield with high stereoselectivity (up to 97% ee), is presented.

引用

页码：2422 / 2425

页数：4

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