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

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

Journal Name: Letters in Organic Chemistry

Volume 2 , Issue 8 , 2005

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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.

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

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Article Details

VOLUME: 2
ISSUE: 8
Year: 2005
Page: [752 - 754]
Pages: 3
DOI: 10.2174/157017805774717436
Price: $65

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