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Tetrahedron letters

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

J Eames, RVH Jones, S Warren

文献索引:Eames, Jason; Jones, Ray V.H.; Warren, Stuart Tetrahedron Letters, 1996 , vol. 37, # 27 p. 4823 - 4826

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被引用次数: 18

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 yield synthetically useful products.