[1,4]-SPh shift cyclisations or [1,2]-SPh-cyclisations as alternative cascade sequences for stereocontrolled synthesis of substituted tetrahydrofurans

被引：0

作者：

Eames, J ^{[1
]}

Kuhnert, N ^{[1
]}

Warren, S ^{[1
]}

机构：

[1] Univ Cambridge, Chem Lab, Cambridge CB2 1EW, England

来源：

SYNLETT | 1999年 / 08期

关键词：

cyclisations; heterocycles; stereoselective synthesis; sulfur chemistry; rearrangements;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of 4-phenylsulfanyl-1,5,7-triols with TsCl in pyridine gives substituted tetrahydrofurans by [1,4]-SPh participation via a five membered sulfonium salt and then capture by a tethered nucleophile. Acid catalysed rearrangement gives other THFs by [1,2]-SPh migration and cyclisations.

引用

页码：1215 / 1218

页数：4

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