Acetaldehyde: A Small Organic Molecule with Big Impact on Organocatalytic Reactions. Issue 7 (15th December 2015)

• Record Type: Journal Article
• Authors: Kim, Sun Min; Kim, Young Sug; Kim, Dong Wan; Rios, Ramon; Yang, Jung Woon
• Is Part Of: Chemistry. Volume 22:Issue 7(2016)
• Page Start: 2214
• Page End: 2234
• Publication Date: 2015-12-15
• Subjects: acetaldehyde -- aldols -- carbenes -- Mannich -- Michael -- organocatalysis; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201503960
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Stereocontrolled formation of carbon−carbon and carbon−heteroatom bonds through asymmetric organocatalysis is a formidable challenge for modern synthetic chemistry. Among the most significant contributions to this field are the transformations involving the use of acetaldehyde or α‐heteroatom‐substituted acetaldehydes for constructing valuable synthons (e.g., amino acid derivatives and hydroxycarbonyl). In this Minireview, versatile (enantioselective) organocatalytic transformations are discussed. Abstract : Utility of acetaldehyde : Acetaldehyde has recently received a great deal of attention as the simplest enolizable carbonyl compound because of its versatile applications in the synthesis of poly(vinyl alcohol), unnatural amino acids, and medicine (see graphic). This Minireview summarizes a methodologically diverse approach to the synthesis of target molecules by outlining a diverse array of reactions, such as aldol, Mannich, Michael, and NHC‐catalyzed reactions.