Diazaphospholene Precatalysts for Imine and Conjugate Reductions

被引：79

作者：

Adams, Matt R. ^{[1
]}

Tien, Chieh-Hung ^{[1
]}

Huchenski, Blake S. N. ^{[1
]}

Ferguson, Michael J. ^{[2
]}

Speed, Alexander W. H. ^{[1
]}

机构：

[1] Dalhousie Univ, Dept Chem, Halifax, NS B3H 4R2, Canada

[2] Univ Alberta, Dept Chem, Xray Crystallog Lab, Edmonton, AB T6G 2G2, Canada

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 22期

基金：

加拿大自然科学与工程研究理事会;

关键词：

homogeneous catalysis; diazaphospholenes; imines; phosphorus hydrides; reduction; ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; HYDROBORATION; CATALYSIS; 1,3,2-DIAZAPHOSPHOLENES; BORANES; CATECHOLBORANE; HYDROGENATION; REACTIVITY; KETIMINES; AMINES;

D O I：

10.1002/anie.201611570

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first examples of 1,3,2-diazaphospholene-catalyzed imine reduction and conjugate reduction reactions are reported. This approach employs readily synthesized alkoxydiazaphospholene precatalysts that can be handled in open air. Reduction of substrates containing Lewis basic functionality, isolated unsaturation, and protic functional groups was accomplished. The synthetic utility of this approach is demonstrated by the synthesis of the important antiparkinson medicine rasagiline and the natural product zingerone.

引用

页码：6268 / 6271

页数：4

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