Spiro-Bicyclic Bisborane Catalysts for Metal-Free Chemoselective and Enantioselective Hydrogenation of Quinolines

被引：74

作者：

Li, Xiang ^{[1
,2
]}

Tian, Jun-Jie ^{[1
,2
]}

Liu, Ning ^{[1
,2
]}

Tu, Xian-Shuang ^{[1
,2
]}

Zeng, Ning-Ning ^{[1
,2
]}

Wang, Xiao-Chen ^{[1
,2
]}

机构：

[1] Nankai Univ, Coll Chem, State Key Lab, 94 Weijin Rd, Tianjin 300071, Peoples R China

[2] Nankai Univ, Coll Chem, Inst Elementoorgan Chem, 94 Weijin Rd, Tianjin 300071, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2019年 / 58卷 / 14期

基金：

中国国家自然科学基金;

关键词：

asymmetric catalysis; boron; heterocycles; homogeneous catalysis; hydrogenation; ASYMMETRIC TRANSFER HYDROGENATION; CHEMISTRY; BIS(PENTAFLUOROPHENYL)BORANE; ISOQUINOLINES; COMPLEX;

D O I：

10.1002/anie.201900907

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new series of spiro-bicyclic bisborane catalysts has been prepared by means of hydroboration reactions of C-2-symmetric spiro-bicyclic dienes with HB(C6F5)(2) and HB(p-C6F4H)(2). When used for hydrogenation of quinolines, these catalysts give excellent yields and enantiomeric excesses, and show turnover numbers of up to 460. The most attractive feature of these metal-free hydrogenation reactions was the broad functional-group tolerance, making this method complementary to existing methods for quinoline hydrogenation.

引用

页码：4664 / 4668

页数：5

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