The reaction of some propargyl alcohols with benzeneselenenyl chloride

…, PL Beaulieu, VM Morisset

Index: Garratt, Dennis G.; Beaulieu, Pierre L.; Morisset, Veronique M. Canadian Journal of Chemistry, 1981 , vol. 59, p. 927 - 934

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Citation Number: 12

Abstract

The reaction of benzeneselenenyl chloride with twenty-two propargyl alcohols in methylene chloride solution is reported. Products of both Markownikoff and anti-Markownikoff regiochemistry are formed in an anti stereospecific manner. The regioselectivity or specificity is found to be very dependent upon the nature of the substituents geminal to the alcoholic moiety. In general the presence of bulky substituents geminal to the alcoholic moiety tend ...