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Tetrahedron letters

Stereospecific displacement of sulfur from chiral centers. activation via thiaphosphonium salts.

GA Krafft, TL Siddall

文献索引:Krafft, Grant A.; Siddall, Thomas L. Tetrahedron Letters, 1985 , vol. 26, # 40 p. 4867 - 4870

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被引用次数: 4

摘要

Abstract The first general method for direct displacement of sulfur from chiral carbon centers has been developed. Chiral mercaptans are readily converted to the corresponding thiaphosphonium salts by treatment with t-butyl hypochlorite and hexamethylphosphorous triamide. Metathesis with ammonium hexafluorophosphate provides stable, isolable, crystalline salts which undergo clean nucleophilic diplacement with a variety of ...