Enantiomerically pure, crystalline ‘anti’-aldols from N-acylbornanesultams: aldolization and structure of intermediate t-butyldimethylsilyl-N,O-ketene acetal.

✍ Scribed by Wolfgang Oppolzer; Christian Starkemann; Inès Rodriguez; Gérald Bernardinelli

• Book ID: 104212808
• Publisher: Elsevier Science
• Year: 1991
• Tongue: French
• Weight: 333 KB
• Volume: 32
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)71218-4

✦ Synopsis

O-Silylation of N-propionylsultam 1 provides pure Z O-silyl-N,O-ketene acetal 2 which undergoes Lewis acid promoted addition of aromatic and aliphatic aldehydes to give diastereomerically pure. crystalline *antP aldols 2