SYNTHESIS OF GAMMA-HALOESTERS AND GAMMA-KETOESTERS BY HOMOLYTIC ADDITION OF CARBON RADICALS GENERATED BY ALPHA-HALOESTERS AND TRIETHYLBORANE TO ALKENES AND SILYL ENOL ETHERS

被引:28
作者
BACIOCCHI, E [1 ]
MURAGLIA, E [1 ]
机构
[1] CNR,CTR STUDIO MECCANISMI REAZ,I-00185 ROME,ITALY
关键词
D O I
10.1016/S0040-4039(00)77027-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of gamma-haloesters has been achieved, under very mild conditions, by addition of electrophilic carbon radicals .CH(R)CO(2)Et (R=H, Me, CO(2)Et) generated by XCH(R)CO(2)Et (X=Br, I) / BEt(3) / air in DMSO to alkenes and cycloalkenes. The synthesis of gamma-ketoesters is also possible when silyl enol ethers are used as the substrates.
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页码:2763 / 2766
页数:4
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