EFFICIENT SYNTHESIS OF METHYL 2-(TERT-BUTYL)ACRYLATE AND ANALOGOUS ESTERS

被引:19
作者
XU, LH [1 ]
KUNDIG, EP [1 ]
机构
[1] UNIV GENEVA,DEPT CHIM ORGAN,CH-1211 GENEVA 4,SWITZERLAND
关键词
D O I
10.1002/hlca.19940770603
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The title products are prepared via an efficient three-step synthesis which involves hydroalumination of methyl propiolate and Lewis-acid-promoted reaction with acetone in the presence of BF3 followed by two highly selective S(N)2' reactions. The key step is the reaction of 2-(chloromethyl)acrylates with R(2)CuLi/ZnCl2 reagents which takes place with complete allylic rearrangement.
引用
收藏
页码:1480 / 1484
页数:5
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