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 |
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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 |
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