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A Bronsted acid catalyst for the enantioselective protonation reaction.

ABSTRACT: A highly reactive and robust chiral Brønsted acid catalyst, chiral N-triflyl thiophosphoramide, was developed. The first metal-free Brønsted acid catalyzed enantioselective protonation reaction of silyl enol ethers was demonstrated using this chiral Brønsted acid catalyst. The catalyst loading could be reduced to 0.05 mol % without any deleterious effect on the enantioselectivity.

SUBMITTER: Cheon CH

PROVIDER: S-EPMC2559973 | biostudies-literature | 2008 Jul

REPOSITORIES: biostudies-literature

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A Brønsted acid catalyst for the enantioselective protonation reaction.

Cheon Cheol Hong CH Yamamoto Hisashi H

Journal of the American Chemical Society 20080627 29

A highly reactive and robust chiral Brønsted acid catalyst, chiral N-triflyl thiophosphoramide, was developed. The first metal-free Brønsted acid catalyzed enantioselective protonation reaction of silyl enol ethers was demonstrated using this chiral Brønsted acid catalyst. The catalyst loading could be reduced to 0.05 mol % without any deleterious effect on the enantioselectivity. ...[more]

PMID: 18582053

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