Canadian journal of chemistry

Free-radical based cycloalkanol synthesis and annulation from thioacetal precursors

V Yadav, AG Fallis

文献索引：Yadav, Veejendra; Fallis, Alex G. Canadian Journal of Chemistry, 1991 , vol. 69, # 5 p. 779 - 789

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被引用次数: 24

摘要

A general procedure for the synthesis of diverse cyclopentanols via free-radical cyclization of unsaturated 1, 3-oxathiolanes and 1, 3-oxathiolan-5-ones is described. The scope of these reactions, including preliminary rate studies that indicate that the 1, 3-oxathiolan-5- ones cyclize at a useful rate (1.4× 106 M-1 s-1 at 80° C), has been examined. This permits the rapid assembly, by intramolecular annulation, of various additional ring systems, ...