INTRAMOLECULAR HYDROGEN TRANSFER-REACTIONS OF ORTHO-(BROMOPHENYL)DIALKYLSILYL ETHERS - PREPARATION OF RAPAMYCIN-D1

被引:48
作者
CURRAN, DP [1 ]
SOMAYAJULA, KV [1 ]
YU, HS [1 ]
机构
[1] UNIV PITTSBURGH,MASS SPECTROMETRY LAB,PITTSBURGH,PA 15260
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(00)74194-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Radical translocations of o-(bromophenyl)dimethylsilyl ethers are efficient, but yields of alpha-silyloxy alkyl radicals formed by 1,5-hydrogen transfer are limited to 65-90% by competing 1,6- and 1,7-hydrogen transfers. Similarities in substituent effects on 1,5-hydrogen transfers and radical cyclizations are identified.
引用
收藏
页码:2295 / 2298
页数:4
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