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Issue 10, 2008
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Bifunctional organocatalyst for methanolytic desymmetrization of cyclic anhydrides: increasing enantioselectivity by catalyst dilution

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Abstract

Highly enantioselective methanolysis of meso-cyclic anhydride was achieved with bifunctional organocatalyst containing a quinine–thiourea moiety; unusual concentration, temperature and solvent effects on the enantioselectivity can be explained in terms of a mechanism involving monomer–dimer equilibration of the catalyst.

Graphical abstract: Bifunctional organocatalyst for methanolytic desymmetrization of cyclic anhydrides: increasing enantioselectivity by catalyst dilution

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Article information


Submitted
02 Jan 2008
Accepted
21 Jan 2008
First published
06 Feb 2008

Chem. Commun., 2008, 1208-1210
Article type
Communication

Bifunctional organocatalyst for methanolytic desymmetrization of cyclic anhydrides: increasing enantioselectivity by catalyst dilution

H. S. Rho, S. H. Oh, J. W. Lee, J. Y. Lee, J. Chin and C. E. Song, Chem. Commun., 2008, 1208
DOI: 10.1039/B719811F

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