The Journal of Organic Chemistry

An alkylative 1, 2-carbonyl transposition of 2-methoxy-2-cyclohexenones

GL Lange, DJ Wallace, S So

Index: Lange,G.L. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 17 p. 3066 - 3069

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Citation Number: 7

Abstract

A new alkylative 1, 2-carbonyl transposition sequence is described for the conversion of a number of substituted 2-methoxy-2-cyclohexenones (3) to substituted 2-methyl-2- cyclohexenones (6). The sequence involves reaction of 3 with methylmagnesium iodide to yield alcohol 4 which is then converted to 6 by either of two possible dehydration-hydrolysis procedures. The monoterpene carvotanacetone (6c) is one of the compounds prepared by ...

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