Tetrahedron Letters p. 7609 - 7611 (2002)
Update date:2022-08-10
Topics:
Li, Zhaoming
Zhou, Zhenghong
Li, Kangying
Wang, Lixin
Zhou, Qilin
Tang, Chuchi
A practical method for the synthesis of β-hydroxymercaptans has been successfully developed through the ring-opening of epoxides with organic dithiophosphorus acids 1. Highly regio- and stereoselective products, β-hydroxyalkyl dithiophosphates, which were transformed to the corresponding synthetically valuable β-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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