Tetrahedron letters

The clemmensen reduction of enol ethers: cyclopropyl ethers from mono-and di-methoxycyclohexa-1, 4-dienes

I Elphimoff-Felkin, P Sarda

Index: Elphimoff-Felkin, Irene; Sarda, Pierre Tetrahedron Letters, 1983 , vol. 24, # 41 p. 4425 - 4428

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Citation Number: 5

Abstract

Abstract Clemmensen reduction (zinc and hydrogen chloride in dry diethyl ether) of 1- methoxy-and 1, 5-dimethoxy-cyclohexa-1, 4-diene affords the cyclopropyl ethers, 1-methoxy- and 1, 5-dimethoxy-bicyclo [3.1. 0] hexane; in the presence of acetic anhydride, reduction of 6-acetyl-1-methoxy-6-methyl-cyclohexa-1, 4-diene leads regiospecifically to 7-acetoxy-1- methoxy-6, 7-dimethyl-bicyclo [4.1. 0] hept-4-ene.