Synthesis

Halocyclization of unsaturated alcohols and carboxylic acids using bis (sym-collidine) iodine (I) perchlorate

RD Evans, JW Magee, JH Schauble

Index: Evans, Robert D.; Magee, Joseph W.; Schauble, J. Herman Synthesis, 1988 , # 11 p. 862 - 868

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Citation Number: 64

Abstract

Reaction of I (collidine) 2” CIO4 'with unsaturated alcohols and carboxylic acids in diehlorornethane at ambient temperature has afforded three-to seven-membered-ring iodoethers and four-to seven-mernbered-ring iodolactones, respectively, in moderate yields and generally with high regioselectivity. The reaction is of particular utility for synthesis of 2-(l- iodoalkyl) 0xiranes and-oxetanes.