Asymmetric Aldol Reaction of Acetaldehyde and Isatin Derivatives for the Total Syntheses of ent-Convolutamydine E and CPC-1 and a Half Fragment of Madindoline A and B

被引：203

作者：

Itoh, Takahiko ^{[1
]}

Ishikawa, Hayato ^{[1
]}

Hayashi, Yujiro ^{[1
,2
]}

机构：

[1] Tokyo Univ Sci, Dept Ind Chem, Fac Engn, Shinjuku Ku, Tokyo 1628601, Japan

[2] Tokyo Univ Sci, Res Inst Sci & Technol, Shinjuku Ku, Tokyo 1628601, Japan

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 17期

关键词：

BRYOZOAN AMATHIA-CONVOLUTA; ENANTIOSELECTIVE SYNTHESIS; MICHAEL REACTION; IL-6; ACTIVITY; ORGANOCATALYSIS; ALDEHYDES; DIARYLPROLINOL; KETONES; ETHERS; (R)-CONVOLUTAMYDINE;

D O I：

10.1021/ol901432a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The asymmetric aldol reaction of isatin derivatives and acetaldehyde has been developed using 4-hydroxydiarylprolinol as a catalyst, affording the aldol products with high enantioselectivity, these products being key intermediates in the synthesis of 3-hydroxyindole alkaloids. Short syntheses of ent-convolutamydine E and CPC-1 and a half fragment of madindoline A and B have been accomplished.

引用

页码：3854 / 3857

页数：4

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