Boronate Urea Activation of Nitrocyclopropane Carboxylates

被引：76

作者：

So, Sonia S. ^{[1
]}

Auvil, Tyler J. ^{[1
]}

Garza, Victoria J. ^{[1
]}

Mattson, Anita E. ^{[1
]}

机构：

[1] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 02期

关键词：

ELECTRONICALLY EFFECTIVE CARBONYL; LEWIS-ACID COORDINATION; ORGANIC-SYNTHESIS; BOND DONORS; NITRO-GROUP; CYCLOPROPANES; DERIVATIVES; ORGANOCATALYST; THIOUREA; CYCLOADDITIONS;

D O I：

10.1021/ol202873d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Boronate ureas operate as catalysts for the activation of nitrocyclopropane carboxylates in nucleophilic ring-opening reactions. A variety of amines were found to open the urea-activated nitrocyclopropane carboxylates, generating highly useful nitro ester building blocks In good yields. Standard manipulations allow access to a wide range of valuable compounds from the ring-opened products with direct applications in bioactive target synthesis.

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页码：444 / 447

页数：4

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