Catalytic Use of Elemental Gallium for Carbon-Carbon Bond Formation

被引：60

作者：

Qin, Bo ^{[1
]}

Schneider, Uwe ^{[1
]}

机构：

[1] Univ Edinburgh, EaStCHEM Sch Chem, Kings Bldg,David Brewster Rd, Edinburgh EH9 3FJ, Midlothian, Scotland

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 40期

关键词：

N-HETEROCYCLIC CARBENE; WEAKLY COORDINATING ANIONS; UNIVALENT GALLIUM; COMPLEXES; INDIUM(I); ANALOGS; REDUCTION; NANOWIRES; METAL; SALTS;

D O I：

10.1021/jacs.6b06767

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first catalytic use of Ga(O) in organic synthesis has been developed by using a Ag(I) cocatalyst, crownether ligation, and ultrasonic activation. Ga(I)-catalyzed C-C bond formations between allyl or allenyl boronic esters and acetals, ketals, or aminals have proceeded in high yields with essentially complete regio- and chemoselectivity. NMR spectroscopic analyses have revealed novel transient Ga(I) catalytic species, formed in situ through partial oxidation of Ga(O) and B-Ga transmetalation, respectively. The possibility of asymmetric Ga(I) catalysis has been demonstrated.

引用

页码：13119 / 13122

页数：4

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