Enantioselective Robinson-Type Annulation Reaction Catalyzed by Chiral Phosphoric Acids

✍ Scribed by Takahiko Akiyama; Takuya Katoh; Keiji Mori

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 270 KB
• Volume: 48
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.200901127

✦ Synopsis

Abstract

Let′s resolve our differences: Implementation of an enantioselective Michael addition followed by an intramolecular aldol reaction catalyzed by two phosphoric acids has enabled the synthesis of cyclohexenone derivatives with excellent enantioselectivities. Prominent kinetic resolution was observed in the latter reaction. Ar=aromatic group, X=H, halogen, Y=H, Me, halogen.magnified image