Peptide-Catalyzed Diastereo- and Enantioselective Cyclopropanation of Aromatic α,β-Unsaturated Aldehydes

被引：28

作者：

Akagawa, Kengo ^{[1
]}

Takigawa, Shota ^{[1
]}

Nagamine, Iman Sho ^{[1
]}

Umezawa, Ryota ^{[1
]}

Kudo, Kazuaki ^{[1
]}

机构：

[1] Univ Tokyo, Inst Ind Sci, Meguro Ku, Tokyo 1538505, Japan

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 19期

关键词：

ASYMMETRIC ORGANOCATALYTIC CYCLOPROPANATION; RESIN-SUPPORTED PEPTIDE; CRAFTS-TYPE ALKYLATION; STEREOSELECTIVE-SYNTHESIS; FUNCTIONALIZED NITROCYCLOPROPANES; CHIRAL CYCLOPROPANES; CONJUGATE ADDITION; MICHAEL ADDITION; SULFUR YLIDES; IMINIUM;

D O I：

10.1021/ol402227y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly diastereo- and enantioselective cyclopropanation of aromatic alpha,beta-unsaturated aldehydes was achieved using a resin-supported peptide catalyst under aqueous conditions. In the peptide sequence, the residue possessing an oxygen atom with the appropriate length of the side chain was essential for attaining good diastereoselectivity.

引用

页码：4964 / 4967

页数：4

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