STEREOCHEMICALLY CONTROLLED COMPETITIVE CYCLIZATIONS WITH PHENYLTHIO MIGRATION IN THE SYNTHESIS OF CYCLIC ETHERS

被引:20
作者
SANSBURY, FH [1 ]
WARREN, S [1 ]
机构
[1] UNIV CAMBRIDGE,CHEM LAB,CAMBRIDGE CB2 1EW,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)93990-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two primary alcohol groups attached by carbon chains to the same carbon atom compete in cyclisation to an episulphonium ion during acid-catalysed phenylthio migration. The anti product is formed exclusively even when this involves chemoselectivity between tetrahydrofuran and tetrahydropyran formation.
引用
收藏
页码:539 / 542
页数:4
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