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

Autor: J. Shashidhara Prasad, Gopalpur Nagendrappa, Noor Shahina Begum, Neratur Krishnappagowda Lokanath, M. Narendra Mallya, M. A. Sridhar
Rok vydání: 2001
Předmět:
Zdroj: Tetrahedron Letters. 42:2565-2568
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)00190-3
Popis: NOCl adds to cyclic vinylsilanes in a syn manner with NO+ bonding to the beta -carbon and Cl- to the alpha -carbon, which is a reversal of the regiochemistry expected from the beta -silicon effect. The adducts dimerize to a single diastereomer containing enantiomeric pairs and/or give secondary products on further reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.
Databáze: OpenAIRE