Phase transfer catalyzed enantioselective cyclopropanation of 4-nitro-5-styrylisoxazoles

被引：55

作者：

Del Fiandra, Claudia ^{[1
]}

Piras, Linda ^{[1
]}

Fini, Francesco ^{[1
]}

Disetti, Paolo ^{[1
]}

Moccia, Maria ^{[1
]}

Adamo, Mauro F. A. ^{[1
]}

机构：

[1] Royal Coll Surgeons Ireland, Dept Pharmaceut & Med Chem, CSCB, Dublin 2, Ireland

来源：

CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 32期

关键词：

ORGANOCATALYTIC CONJUGATE ADDITION; STEREOSELECTIVE-SYNTHESIS; MULTICOMPONENT SYNTHESIS; FUNCTIONALIZED NITROCYCLOPROPANES; ALKYLATION REACTIONS; MICHAEL ADDITION; DERIVATIVES; AZIRIDINATION; YLIDES;

D O I：

10.1039/c2cc30401e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Heavily substituted cyclopropane esters were prepared in high yields, complete diastereoselection and high (up to 96%) enantioselectivity. The reaction described herein entailed reacting 4-nitro-5-styrylisoxazoles, a class of cinnamate synthetic equivalent, with 2-bromomalonate esters under the catalysis of 5 mol% of a Cincona derived phase-transfer catalyst. The reaction allowed multi-gram preparation of desired products.

引用

页码：3863 / 3865

页数：3

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