Tetrahedron letters

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

GA Krafft, TL Siddall

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

Full Text: HTML

Citation Number: 4

Abstract

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 ...

Related Articles:

Nickel-catalyzed coupling of isocyanates with 1, 3-iodoesters and halobenzenes: a novel method for the synthesis of imide and amide derivatives

[Hsieh, Jen-Chieh; Cheng, Chien-Hong Chemical Communications, 2005 , # 36 p. 4554 - 4556]

Nickel-catalyzed coupling of isocyanates with 1, 3-iodoesters and halobenzenes: a novel method for the synthesis of imide and amide derivatives

[Hsieh, Jen-Chieh; Cheng, Chien-Hong Chemical Communications, 2005 , # 36 p. 4554 - 4556]

Palladium on Carbon: An Efficient, Heterogeneous and Reusable Catalytic System for Carbonylative Synthesis of N??Substituted Phthalimides

[Khedkar, Mayur V.; Khan, Shoeb R.; Sawant, Dinesh N.; Bagal, Dattatraya B.; Bhanage, Bhalchandra M. Advanced Synthesis and Catalysis, 2011 , vol. 353, # 18 p. 3415 - 3422]

Palladium on Carbon: An Efficient, Heterogeneous and Reusable Catalytic System for Carbonylative Synthesis of N??Substituted Phthalimides

[Khedkar, Mayur V.; Khan, Shoeb R.; Sawant, Dinesh N.; Bagal, Dattatraya B.; Bhanage, Bhalchandra M. Advanced Synthesis and Catalysis, 2011 , vol. 353, # 18 p. 3415 - 3422]

Palladium on Carbon: An Efficient, Heterogeneous and Reusable Catalytic System for Carbonylative Synthesis of N??Substituted Phthalimides

[Khedkar, Mayur V.; Khan, Shoeb R.; Sawant, Dinesh N.; Bagal, Dattatraya B.; Bhanage, Bhalchandra M. Advanced Synthesis and Catalysis, 2011 , vol. 353, # 18 p. 3415 - 3422]

More Articles...