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
收藏
页码：2422 / 2425
页数：4
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