Desymmetrization of meso-2-Alkene-1,4-diol Derivatives through Copper(I)-Catalyzed Asymmetric Boryl Substitution and Stereoselective Allylation of Aldehydes

✍ Scribed by Hajime Ito; Takuma Okura; Kou Matsuura; Masaya Sawamura

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 336 KB
• Volume: 122
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/ange.200905993

✦ Synopsis

Desymmetrization reactions of meso compounds through enantioselective catalysis are a powerful strategy for the synthesis of chiral molecules with multiple stereocenters. One well-known example is the Pd-catalyzed desymmetrization of meso-2-alkene-1,4-diol derivatives (Trosts Pd-catalyzed asymmetric allylic alkylation, AAA; Scheme 1 a).