Highly Flexible Synthesis of Chiral Azacycles via Iridium-Catalyzed Hydrogenation

被引：67

作者：

Verendel, J. Johan ^{[1
]}

Zhou, Taigang ^{[1
]}

Li, Jia-Qi ^{[1
]}

Paptchikhine, Alexander ^{[1
]}

Lebedev, Oleg ^{[1
]}

Andersson, Pher G. ^{[1
]}

机构：

[1] Uppsala Univ, Dept Biochem & Organ Chem, S-75123 Uppsala, Sweden

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 26期

基金：

瑞典研究理事会;

关键词：

ASYMMETRIC HYDROGENATION; ENANTIOSELECTIVE HYDROGENATION; OLEFINS; LIGANDS; COMPLEXES; AGONISTS;

D O I：

10.1021/ja103901e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A range of saturated chiral azacycles has been prepared in high yield and with high selectivity from simple starting materials. A modular approach with ring-closing metathesis as a key step was used to produce a number of five-, six-, and seven-membered cyclic alkenes. Asymmetric hydrogenation catalyzed by N,P-ligated iridium complexes gave saturated azacycles in high optical purity. This methodology was demonstrated in the synthesis of a pharmaceutical precursor.

引用

页码：8880 / +

页数：3

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