2010•Organic LettersRequires access

Brønsted Acid Catalyzed Asymmetric Aldol Reaction: A Complementary Approach to Enamine Catalysis

Guillaume Pousse, Fabien Le Cavelier, Luke Humphreys, Jacques Rouden, Jérôme Blanchet

Abstract

A syn-enantioselective aldol reaction has been developed using Brønsted acid catalysis based on H(8)-BINOL-derived phosphoric acids. This method affords an efficient synthesis of various beta-hydroxy ketones, some of which could not be synthesized using enamine organocatalysis.

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Key concepts: Enamine, Chemistry, Aldol reaction, Catalysis, Brønsted–Lowry acid–base theory, Organocatalysis, Combinatorial chemistry, Organic chemistry