General method for the palladium-catalyzed allylation of aliphatic alcohols

被引：77
|
作者：
Haight, AR [1 ]
Stoner, EJ [1 ]
Peterson, MJ [1 ]
Grover, VK [1 ]
机构：
[1] Abbott Labs, GPRD Proc Res & Dev, N Chicago, IL 60064 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 21期
关键词：
D O I：
10.1021/jo0301907
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A palladium catalysis-mediated approach to coupling aliphatic alcohols with allyl carbonates has been developed. The method allows for the allylation of primary, secondary, and tertiary alcohols efficiently under mild conditions. Limitations were explored as well as the asymmetric application of the chemistry. Regiochemical and olefin geometry was controlled in the coupling of unsymmetrical allylating agents. Transient allyl carbonates were observed in the coupling, which comprised the trans-carboxylation of the allyl-carbonate with the requisite alcohol.
引用
收藏
页码：8092 / 8096
页数：5
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