Iridium-Catalyzed Enantioselective Allylic Alkynylation

被引：135
|
作者：
Hamilton, James Y. [1 ]
Sarlah, David [1 ]
Carreira, Erick M. [1 ]
机构：
[1] ETH, CH-8093 Zurich, Switzerland
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 29期
基金：
瑞士国家科学基金会;
关键词：
alkynes; alkynyltrifluoroborates; allylic substitution; enantioselectivity; iridium; ASYMMETRIC ADDITION; CONJUGATE ADDITION; ALKYLATIONS; TRIFLUOROBORATE; SUBSTITUTION; ALLYLATION; AMINATION; ALDEHYDES; ESTERS; ACID;
D O I：
10.1002/anie.201302731
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
No leaving group needed: With an Ir(P,olefin) complex as catalyst, the direct enantioselective allylic alkynylation of secondary allylic alcohols with potassium alkynyltrifluoroborates as alkynylating reagents has been achieved. High levels of enantioselectivity and high yields were achieved with this operationally easy and robust protocol, the use of which was demonstrated in the synthesis of GPR40 receptor agonist AMG 837. cod=1,5-cyclooctadiene. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：7532 / 7535
页数：4
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