The Journal of Organic Chemistry

Methylation of 10-methyl-1 (9)-octal-2-ones by organocopper reagents

JA Marshall, H Roebke

Index: Marshall,J.A.; Roebke,H. Journal of Organic Chemistry, 1968 , vol. 33, # 2 p. 840 - 843

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Citation Number: 27

Abstract

Selective reduction with lithium in ammonia containing a small amount of ethanol, followed by chromatographic purification of the resulting ketonic mixture afforded octalone 12. This material, like its unsaturated counterpart 4, smoothly afforded a 1, 4 adduct (decalone 13) upon treatment with lithium dimethylcopper. The structure of this 1, 4 adduct was ascertained through hydrogenation of the isopropenyldecalone 5 whereupon a substance with ...