Meldrum's Acid: A Useful Platform in Asymmetric Organocatalysis. Issue 11 (20th May 2016)

• Record Type: Journal Article
• Authors: Pair, Etienne; Cadart, Timothée; Levacher, Vincent; Brière, Jean‐François
• Is Part Of: ChemCatChem. Volume 8:Issue 11(2016)
• Page Start: 1882
• Page End: 1890
• Publication Date: 2016-05-20
• Subjects: asymmetric synthesis -- Meldrum's acid -- multicomponent reactions -- organocatalysis -- protonation reactions; Catalysis -- Periodicals; 541.39505
• DOI: 10.1002/cctc.201600247
• Languages: English
• ISSNs: 1867-3880

Abstract

Abstract: For more than a hundred years, Meldrum's acid and its derivatives have proven their utility and versatility in organic synthesis. Showing very unusual properties and multiple facets of reactivity, this small architecture has become the keystone of numerous synthetic methodologies. In asymmetric organocatalysis, where the catalyst/substrate matching is of upmost importance, Meldrum's acid derivatives have slowly but surely emerged as partners of choice over the last decade. This review intends to give a comprehensive state‐of‐the‐art view of the use of Meldrum's acid in enantioselective organocatalysis. After discussing the properties of Meldrum's acid and alkylidene Meldrum's acid derivatives, we will also make a point of highlighting how they allow such a good pairing with organocatalysts. Abstract : A good combination : The high Brønsted acidity and electrophilic character of Meldrum's acid derivatives have advantageously been exploited by dedicated organocatalysts to use this cyclic architecture as a very useful building block for the elaboration of enantioenriched compounds; as highlighted in this Minireview.