Tetrahedron

Application of microwave heating technique for rapid synthesis of γ, δ-unsaturated esters

A Srikrishna, S Nagaraju, P Kondaiah

Index: Srikrishna, Adusumilli; Nagaraju, Sankuratri; Kondaiah, Paturu Tetrahedron, 1995 , vol. 51, # 6 p. 1809 - 1816

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Citation Number: 30

Abstract

The use of microwave heating technique for the acceleration of ortho ester Claisen rearrangement (a three step transformation) is described. Irradiation of a DMF solution of the allyl alcohol 5, triethyl orthoacetate and propionic acid (catalytic) in an Erlenmeyer flask for 10 minutes in a microwave oven generated the ester 8 in 83% yield. Analogously, ortho ester Claisen rearrangement of a variety of allyl and propargyl alcohols (9, 12–22) were ...