Design of chiral N-triflyl phosphoramide as a strong chiral Brønsted acid and its application to asymmetric Diels-Alder reaction.

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Abstract

A highly reactive and acidic chiral Brønsted acid catalyst, chiral N-triflyl phosphoramide, was developed. Highly enantioselective Diels-Alder reaction of alpha,beta-unsaturated ketone with silyloxydiene was demonstrated using this chiral Brønsted acid catalyst.

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Journal

Journal ID (iso-abbrev): J Am Chem Soc

Title: Journal of the American Chemical Society

Publisher: American Chemical Society (ACS)

ISSN: 0002-7863

ISSN (Print): 0002-7863

Publication date (Electronic): Aug 02 2006

Volume: 128

Issue: 30

Affiliations

[1 ] Department of Chemistry, University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, USA.

Article

DOI: 10.1021/ja062508t

PubMed ID: 16866505

SO-VID: 79667a72-49f1-4ecf-b743-00b1fd7e1d6c

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