Diastereoselective Darzens reactions of α-chloroesters, amides and nitriles with aromatic aldehydes under phase-transfer catalyzed conditions

✍ Scribed by Shigeru Arai; Yukari Suzuki; Kazuyuki Tokumaru; Takayuki Shioiri

• Book ID: 104232289
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 87 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)02248-1

✦ Synopsis

The development of the highly diastereoselective catalytic synthesis of glycidic acid derivatives via Darzens reaction is described. The reaction of a-chloroesters and amides with aromatic aldehydes smoothly proceeds in the presence of a quaternary ammonium salt as a phase-transfer catalyst to give the corresponding cis and trans desired products in satisfactory yields, respectively.