硼酸脲对硝基环丙烷羧酸酯的活化作用。

Boronate urea activation of nitrocyclopropane carboxylates.

机构信息

Department of Chemistry, The Ohio State University, 100 W. 18th Avenue, Columbus, Ohio 43210, USA.

出版信息

Org Lett. 2012 Jan 20;14(2):444-7. doi: 10.1021/ol202873d. Epub 2011 Dec 30.

DOI:10.1021/ol202873d

PMID:22208166

Abstract

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.

摘要

硼酸脲作为催化剂可以激活亲核开环反应中的硝代环丙烷羧酸酯。研究发现，各种胺类化合物都可以打开硼酸脲激活的硝代环丙烷羧酸酯，以较高的产率生成非常有用的硝基酯砌块。通过标准操作，可以从开环产物中获得广泛的有价值的化合物，直接应用于生物活性靶标合成。