Efficient asymmetric synthesis of 3-substituted β-sultams

✍ Scribed by Dieter Enders; Stefan Wallert

• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 91 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)00980-2

✦ Synopsis

The asymmetric synthesis of 3-substituted 1,2-thiazetidine 1,1-dioxides by cyclization of b-amino-sulfonyl chlorides is reported. The synthesis is based on the aza-Michael addition of (R,R,R)-2-amino-3-methoxymethyl-2-azabicyclo[3.3.0]octane (RAMBO) to alkenyl-sulfonates.