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Effects of Methyl Substituents on the Activity and Enantioselectivity of Homobenzotetramisole-Based Catalysts in the Kinetic Resolution of Alcohols.


ABSTRACT: Substitution of the tetrahydropyrimidine ring in enantioselective acyl transfer catalyst homobenzotetramisole (HBTM) 6 with methyl groups exerts a dramatic influence on its performance in the kinetic resolution of secondary alcohols. Syn-3-Methyl analogue of HBTM (9a) has proved to be superior to the parent compound in terms of catalytic activity, enantioselectivity, and synthetic accessibility.

SUBMITTER: Zhang Y 

PROVIDER: S-EPMC3691882 | biostudies-literature | 2009 Oct

REPOSITORIES: biostudies-literature

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Effects of Methyl Substituents on the Activity and Enantioselectivity of Homobenzotetramisole-Based Catalysts in the Kinetic Resolution of Alcohols.

Zhang Yuhua Y   Birman Vladimir B VB  

Advanced synthesis & catalysis 20091001 14-15


Substitution of the tetrahydropyrimidine ring in enantioselective acyl transfer catalyst homobenzotetramisole (HBTM) <b>6</b> with methyl groups exerts a dramatic influence on its performance in the kinetic resolution of secondary alcohols. <i>Syn</i>-3-Methyl analogue of HBTM (<b>9a</b>) has proved to be superior to the parent compound in terms of catalytic activity, enantioselectivity, and synthetic accessibility. ...[more]

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