Intramolecular iodosilyletherization of alkenylsilanols with bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate

被引:26
作者
Takaku, K [1 ]
Shinokubo, H [1 ]
Oshima, K [1 ]
机构
[1] KYOTO UNIV,FAC ENGN,DEPT CHEM MAT,SAKYO KU,KYOTO 60601,JAPAN
关键词
D O I
10.1016/S0040-4039(96)01499-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Whereas iodonium ion-induced intramolecular cyclization of 3-butenyldiphenylsilanol proceeded via exo mode cyclization to give 5-iodomethyl-2,2-diphenyl-1-oxa-2-silacyclopentane selectively, iodosilyletherization of 4-methyl-3-pentenyldiphenylsilanol afforded 6,6-dimethyl-5-iodo-2,2-diphenyl-1-oxa-2-silacyclohexane exclusively via endo mode cyclization. The oxasilacycloalkanes were converted into the corresponding 1,3-diol and 1,4-diol by oxidative cleavage of the carbon-silicon bond. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:6781 / 6784
页数:4
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