Efficient nitro-aldol reaction using SmI2: a new route to nitro alcohols under very mild conditions.

作者信息

Concellón José M, Rodríguez-Solla Humberto, Concellón Carmen

机构信息

Departamento de Química Organica e Inorganica, Facultad de Química, Universidad de Oviedo, Julian Clavería 8, 33071 Oviedo, Spain.

出版信息

J Org Chem. 2006 Sep 29;71(20):7919-22. doi: 10.1021/jo061465w.

DOI:10.1021/jo061465w

PMID:16995714

Abstract

A novel method to obtain racemic 1-nitroalkan-2-ols by reaction of bromonitromethane with a variety of aldehydes and promoted by SmI2 is reported. On the basis of these results, the chiral version has also been performed with chiral N,N-dibenzyl amino aldehydes, affording the corresponding enantiopure 3-amino-1-nitroalkan-2-ols with good stereoselectivity.

摘要