Efficient alkylsulfanyl (SMe, SEt and SCH(2)Ph) and sulfanyl (SH) migration in the stereospecific synthesis of substituted tetrahydrofurans

被引:23
作者
Eames, J
Jones, RVH
Warren, S
机构
[1] UNIV CAMBRIDGE,CHEM LAB,CAMBRIDGE CB2 1EW,ENGLAND
[2] ZENECA,GRANGEMOUTH WORKS,PROC TECHNOL DEPT,GRANGEMOUTH FK3 8XG,SCOTLAND
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/0040-4039(96)00946-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of a series of 4-RS-1,3-diols (R=Me, Et, Bn and H) with TsOH in CH2Cl2 gives substituted tetrahydrofurans. We discuss the scope of this reaction using structural variation of the migrating (RS) substitutent All reactions proceeed in high yield and give synthetically useful products. Copyright (C) 1996 Elsevier Science Ltd
引用
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页码:4823 / 4826
页数:4
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