Rapid Fluorescent Screening for Bifunctional Amine−Acid Catalysts: Efficient Syntheses of Quaternary Carbon-Containing Aldols under Organocatalysis
Authors:
- 24 October 2003
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 5 (23) , 4369-4372
Abstract
[reaction: see text] Direct catalytic aldol reactions of alpha,alpha-dialkylaldehyde donors and arylaldehyde acceptors have been performed using pyrrolidine-acetic acid bifunctional catalysts. This general and practical amine-acid combination was identified by screening catalysts using a new fluorescent detection system for carbon-carbon bond formation. Using 0.05 equiv of pyrrolidine and 0.25 equiv of acetic acid as catalyst, we obtained alpha,alpha-dialkylaldol product in 96% yield after 2 h at ambient temperature. Proline was a poor catalyst of this reaction.Keywords
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