Reaction of enol ethers with zinc carbenoid reagents. Cyclopropanation and subsequent isomerization to allylic ethers

I Ryu, T Aya, S Otani, S Murai, N Sonoda

Index: Ryu, Ilhyong; Aya, Tomoyuki; Otani, Shoji; Murai, Shinji; Sonoda, Noboru Journal of Organometallic Chemistry, 1987 , vol. 321, p. 279 - 290

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Abstract

Abstract The reactions of enol ethers (ROC C, R= alkyl, silyl) with zinc carbenoid reagents were found to give allylic ethers in several cases along with the expected cyclopropyl ethers. The ratio of these two products was highly dependent on the concentration of the reaction mixture. Thus, the selective formation of each product was conveniently attained by merely changing the amounts of the solvent used. Zinc iodide, a by-product of the reaction, plays ...