N-亚氨基吡啶叶立德的催化不对称氢化：对映体富集的取代哌啶衍生物的便捷合成方法

Catalytic asymmetric hydrogenation of N-iminopyridinium ylides: expedient approach to enantioenriched substituted piperidine derivatives.

作者信息

Legault Claude Y, Charette André B

机构信息

Département de Chimie, Université de Montréal, P.O. Box 6128, Station Downtown, Montréal (Québec) Canada H3C 3J7.

出版信息

J Am Chem Soc. 2005 Jun 29;127(25):8966-7. doi: 10.1021/ja0525298.

DOI:10.1021/ja0525298

PMID:15969570

Abstract

We have developed an efficient catalytic enantioselective hydrogenation of pyridine derivatives. Enhanced reactivity was possible by an optimization of the electronic properties of the catalyst through ligand modification. This methodology shows the particular reactivity of N-iminopyridinium ylides that provides access to substituted piperidines in good enantiomeric excesses.

摘要

我们已经开发出一种高效的吡啶衍生物催化对映选择性氢化反应。通过配体修饰优化催化剂的电子性质，可以提高反应活性。该方法显示了N-亚氨基吡啶叶立德的特殊反应性，能够以良好的对映体过量获得取代哌啶。