Preparation of Acetal-and Carbonyl-Substituted Allyl Chlorides from α, β-Unsaturated Acetals

…, L Beccaria, A Deagostino, C Prandi, P Venturello

Index: Tivola; Beccaria; Deagostino; Prandi; Venturello Synthesis, 2000 , # 11 p. 1615 - 1621

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Citation Number: 2

Abstract

Abstract: The treatment of a, b-unsaturated acetals 1-4 with Schlosser's reagent LICKOR produces alkoxy-dienes 5-11 that can be readily transformed into allyl chlorides 12-21 by reaction with NCS. The halides can be obtained with a protected or unprotected carbonyl function, depending on the reaction conditions. The chlorination reaction proceeds by the electrophilic attack on the conjugate system that, depending on the substrate, affords both ...