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Enantioselective Mukaiyama Aldol Reactions with Glyoxylates

J.-F. Zhao, B.-H. Tan, T.-P. Loh

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Abstract

Significance The enantioselective aldol reaction is among the most useful and well-developed transformations for the synthesis of chiral materials. Despite this, gaps in asymmetric aldol methodology still exist. The authors present the first ­example of a general, highly enantioselective ­Mukaiyama aldol reaction between aryl ketones and glyoxylates. An indium-PyBox complex is used as a chiral Lewis acid to induce asymmetry.

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What this paper is about

Significance The enantioselective aldol reaction is among the most useful and well-developed transformations for the synthesis of chiral materials. Despite this, gaps in asymmetric aldol methodology still exist. The authors present the first ­example of a general, highly enantioselective ­Mukaiyama aldol reaction between aryl ketones and glyoxylates. An indium-PyBox complex is used as a chiral Lewis acid to induce asymmetry.

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Available abstract

Significance The enantioselective aldol reaction is among the most useful and well-developed transformations for the synthesis of chiral materials. Despite this, gaps in asymmetric aldol methodology still exist. The authors present the first ­example of a general, highly enantioselective ­Mukaiyama aldol reaction between aryl ketones and glyoxylates. An indium-PyBox complex is used as a chiral Lewis acid to induce asymmetry.

Key concepts: Aldol reaction, Enantioselective synthesis, Chemistry, Lewis acids and bases, Lewis acid catalysis, Aryl, Organic chemistry, Chiral Lewis acid

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