(Salen)Ti(IV)-Catalyzed Asymmetric Ring-Opening of Monosubstituted Epoxides with Dithiophosphorus Acid

Title: (Salen)Ti(IV)-Catalyzed Asymmetric Ring-Opening of Monosubstituted Epoxides with Dithiophosphorus Acid

Volume: 2 Issue: 8

Author(s): Zhenghong Zhou, Quanyong Wang, Bing Liu, Guofeng Zhao, Qilin Zhou and Chuchi Tang

Affiliation:

Keywords: (Salen)Ti(IV) complex, asymmetric ring-opening, monosubstituted epoxides, regioselectivity, enantioselectivity

Abstract: The asymmetric ring-opening of monosubstituted epoxides with dithiophosphorus acids catalyzed by a (salen)Ti(IV) complex formed in situ from the reaction of Ti(OPr-i)4 and the chiral salen ligand derived from (1R,2R)-(+)-diaminocyclohexane and (R)-2,2-diamino-1,1- binaphthalene was realized. The resulting products were obtained with moderate enantioselectivity (up to 57% ee). High regioselectivity was observed for the alkyl substituted epoxides, whereas poor regioselectivity was obtained for the aryl substituted epoxides.

Cite this article as:

Zhou Zhenghong, Wang Quanyong, Liu Bing, Zhao Guofeng, Zhou Qilin and Tang Chuchi, (Salen)Ti(IV)-Catalyzed Asymmetric Ring-Opening of Monosubstituted Epoxides with Dithiophosphorus Acid, Letters in Organic Chemistry 2005; 2 (8) . https://dx.doi.org/10.2174/157017805774717436