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