The regiochemical course of [2+2] cycloadditions of dichloroketene with vinyl- and alkynylsilanes

✍ Scribed by Rick L. Danheiser; Howard Sard

• Book ID: 104216858
• Publisher: Elsevier Science
• Year: 1983
• Tongue: French
• Weight: 294 KB
• Volume: 24
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)81316-7

✦ Synopsis

Alkynylsilanes undergo regioselective [2+2] cycloadditions with dichloroketene in good yield; the regiochemical course of these reactions is in accord with frontier molecular orbital predictions. Cycloaddition reactions of vinyl-and alkynylsilanes have been employed in expeditious routes to a variety of silicon-substituted carbocyclic and heterocyclic compounds. Recent investigations have explored the synthetic potential of Diels-Alder reactions involving silicon-substituted dienes 2,3