Addition of NOCl to cyclic vinylsilanes: an unexpected reversal of regiochemistry

✍ Scribed by M Narendra Mallya; Gopalpur Nagendrappa; J Shashidhara Prasad; M.A Sridhar; N.K Lokanath; N.S Begum

• Book ID: 104230264
• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 128 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)00190-3

✦ Synopsis

NOCl adds to cyclic vinylsilanes in a syn manner with NO + bonding to the b-carbon and Cl -to the a-carbon, which is a reversal of the regiochemistry expected from the b-silicon effect. The adducts dimerize to a single diastereomer containing enantiomeric pairs and/or give secondary products on further reaction.