Chemoselective Synthesis of Z-Olefins through Rh-Catalyzed Formate-Mediated 1,6-Reduction

被引：14

作者：

Dada, Raphael ^{[1
]}

Wei, Zhongyu ^{[1
]}

Gui, Ruohua ^{[1
]}

Lundgren, Rylan J. ^{[1
]}

机构：

[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 15期

基金：

加拿大自然科学与工程研究理事会;

关键词：

1,6-addition; chemoselectivity; homogeneous catalysis; rhodium; Z-alkenes; SELECTIVE CROSS-METATHESIS; CONJUGATE ADDITION; ORGANOMETALLIC REAGENTS; TRANSFER HYDROGENATION; STEREOGENIC CENTERS; HIGHLY REGIO; 1,3-DIENES; ALKYNES; SEMIHYDROGENATION; 1,6-ADDITION;

D O I：

10.1002/anie.201800361

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Z-olefins are important functional units in synthetic chemistry; their preparation has thus received considerable attention. Many prevailing methods for cis-olefination are complicated by the presence of multiple unsaturated units or electrophilic functional groups. In this study, Z-olefins are delivered through selective reduction of activated dienes using formic acid. The reaction proceeds with high regio- and stereoselectivity (typically > 90:10 and > 95:5, respectively) and preserves other alkenyl, alkynyl, protic, and electrophilic groups.

引用

页码：3981 / 3984

页数：4

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