THE THORPE-INGOLD EFFECT IN THE SYNTHESIS OF TETRAHYDROFURANS AND TETRAHYDROPYRANS BY COMPETITIVE CYCLIZATION WITH PHENYLTHIO MIGRATION

被引：23

作者：

MCINTYRE, S ^{[1
]}

SANSBURY, FH ^{[1
]}

WARREN, S ^{[1
]}

机构：

[1] UNIV CAMBRIDGE,CHEM LAB,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 39期

关键词：

D O I：

10.1016/S0040-4039(00)92399-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In cyclisations of triols with two tethered hydroxyl nucleophiles (giving ethers by acid-catalysed phenylthio migration) a gem-dimethyl group in the carbon chain bearing one of the OH groups favours cyclisation of that chain whether the new ring is five- or six-membered and whether the cyclisation is exo or endo in the Baldwin sense.

引用

页码：5409 / 5412

页数：4

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