Monatshefte für Chemie-Chemical Monthly

Stereoselective reaction between alkyl propiolates and phenols in the presence of sodium azide in tert-butyl alcohol

F Nasiri, D Malakutikhah

Index: Nasiri, Farough; Malakutikhah, Davood Monatshefte fur Chemie, 2011 , vol. 142, # 8 p. 807 - 812

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Citation Number: 7

Abstract

There are many studies on the reactions between OH-acids and acetylenic esters in the presence of various nucleophilic catalysts such as triphenylphosphine [1–5], trialkylphosphites [6], alkyl isocyanides [7–9], and tertiary amines [10, 11]. In most cases, the reaction was viewed as starting from the initial formation of a zwitterionic intermediate derived from the addition of a nucleophilic catalyst to an activated alkyne [1–11]. The azide anion usually reacts as a nucleophile in ...