SYNTHESIS OF FUNCTIONALIZED 1-ALKENYLBORONATES VIA HYDROBORATION-DEALKYLATION OF ALKYNES WITH DIISOPINOCAMPHEYLBORANE

被引:41
作者
KAMABUCHI, A [1 ]
MORIYA, T [1 ]
MIYAURA, N [1 ]
SUZUKI, A [1 ]
机构
[1] HOKKAIDO UNIV,FAC ENGN,DEPT APPL CHEM,SAPPORO,HOKKAIDO 060,JAPAN
关键词
D O I
10.1080/00397919308012607
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Hydroborations of propargyl chloride, ethyl propiolate, 3-trimethyl-silyloxy-1-butyne, 1,1-diethoxy-2-propyne, 1-iodo- and 1-bromo-1-hexyne, and 1-bromo-3-chloro-1-propyne with diisopinocampheylborane 1, followed by dealkylation of the isopinocampheyl groups with acetaldehyde provide the corresponding 1-alkenylboronates in high yields with high regioselectivity.
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页码:2851 / 2859
页数:9
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