Australian Journal of Chemistry

Alkylation Reactions of 2-Methylpropyl 3-(2-Methylpropoxy)-5-oxocyclohex-3-ene-1-carboxylate

L Mokbel, GP Savage, GW Simpson

Index: Mokbel, Luci; Savage, G. Paul; Simpson, Gregory W. Australian Journal of Chemistry, 1994 , vol. 47, # 9 p. 1727 - 1734

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Abstract

Abstract The anion derived from 2-methylpropyl 3-(2-methylpropoxy)-5-oxocyclohex-3-ene-1- carboxylate was reacted with methyl iodide to give cis and trans isomers of 2-methylpropyl 6- methyl-3-(2-methylpropoxy)-5-oxocyclohex-3-ene-1-carboxylate. The reaction proceeded with high regioselectivity. A combination of nmr experiments was used to determine that the major diastereoisomer was in a trans configuration. The dianion derived from 2- ...