A STUDY OF METHYL AND TERT-BUTYL AS NON MIGRATING GROUPS IN THE REACTION OF ME(ORGANYL)ZINC AND T-BU(ORGANYL)ZINC WITH ALDEHYDES

被引:23
作者
LALOE, E [1 ]
SREBNIK, M [1 ]
机构
[1] UNIV TOLEDO,DEPT CHEM,TOLEDO,OH 43606
关键词
D O I
10.1016/S0040-4039(00)77253-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of mixed methyl (organyl) and tert-butyl(organyl)zincs were prepared by reaction of ZnCl2 with Grignard reagents. In the presence of salts t-butyl migrates to a lessor extent than methyl in the reaction with aldehydes. In the absence of salts both groups are comparable. BuZnMe prepared under salt-free conditions adds to benzaldehyde in 82.4 % ee and in 85 % yield, comparable to the reaction with distilled dibutylzinc.
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页码:5587 / 5590
页数:4
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