Preparation of enantiopure sultams by intramolecular Diels–Alder reaction of furan-containing vinylsulfonamides

✍ Scribed by Viktor O. Rogatchov; Heiko Bernsmann; Pia Schwab; Roland Fröhlich; Birgit Wibbeling; Peter Metz

• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 102 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)00912-7

✦ Synopsis

Enantiomerically pure dand g-sultams have been prepared by intramolecular [4+2] cycloaddition of N-1-phenylethyl substituted vinylsulfonamides with purely thermal activation and under high pressure. An optimized procedure for reductive debenzylation of the resultant d-sultams is also reported.