GEM-DIFLUOROALLYLLITHIUM - PREPARATION BY THE TRANSMETALATION PROCEDURE AND SOME REACTIONS

被引:28
作者
SEYFERTH, D
WURSTHORN, KR
机构
[1] Department of Chemistry, Massachusetts Institute of Technology, Cambridge
关键词
D O I
10.1016/S0022-328X(00)83935-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
3,3-Difluoroallyltrimethyltin has been prepared by the reaction of β-trimethylstannylethylidenetriphenylphosphorane with chlorodifluoromethane. This tin compound reacts with n-butyllithium in tetrahydrofuran at -95°C to generate gem-difluoroallyllithium. The latter, however, is not stable in solution at that temperature. If generated in situ in the presence of a triorganochlorosilane, products of the type R3SiCF2CHCH2 are obtained in good yield. Addition to the CO bond of 3-pentanone to give (C2H5)2C(OH)CF2CHCH2 was achieved by the method of alternate, incremental additions. © 1979.
引用
收藏
页码:455 / 464
页数:10
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