4.7 Article

Enantioselective Mannich-type reaction catalyzed by a chiral bronsted acid derived from TADDOL

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 347, Issue 11-13, Pages 1523-1526

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200505167

Keywords

asymmetric synthesis; Bronsted acid; Mannich-type reaction; organic catalysis; TADDOL

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A novel cyclic dialkyl phosphate was synthesized starting from (+)-diethyl tartrate. Its catalytic activity as a chiral Bronsted acid has been examined in the Mannich-type reaction of a ketene silyl acetal with aldimines as a model reaction. The corresponding P-amino acid esters were obtained with high enantioselectivity.

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