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Regio- and stereoselective ring-opening of epoxides using organic dithiophosphorus acids as nucleophiles

✍ Scribed by Zhaoming Li; Zhenghong Zhou; Kangying Li; Lixin Wang; Qilin Zhou; Chuchi Tang


Book ID
104251991
Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
144 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis


A practical method for the synthesis of b-hydroxymercaptans has been successfully developed through the ring-opening of epoxides with organic dithiophosphorus acids 1. Highly regio-and stereoselective products, b-hydroxyalkyl dithiophosphates, which were transformed to the corresponding synthetically valuable b-hydroxymercaptans by further reduction, were obtained under mild reaction conditions without any catalyst or promoter. Highly enantioselective ring-opening reaction of cyclohexene epoxide with 1 was realized in the presence of a chiral (salen)Ti(IV) complex.


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ChemInform Abstract: Regio- and Stereose
✍ Mauro Pineschi; Ferruccio Bertolini; Valeria Di Bussolo; Paolo Crotti πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 15 KB πŸ‘ 2 views

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