Helvetica Chimica Acta

A Regioselective Cyclohexannulation Procedure via Dienamine [4+ 2] Cycloaddition. Synthesis of Functionalised Decalins

RL Snowden, SM Linder, M Wüst

Index: Snowden, Roger L.; Linder, Simon M.; Wuest, Manfred Helvetica Chimica Acta, 1989 ,  vol. 72, p. 892 - 905

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Citation Number: 24

Abstract

Abstract A regioselective cyclohexannulation procedure, whose key step involves the [4+ 2] cycloaddition of dienamines 12–24 with methyl acrylate, allows the conversion of cycloalkanones 1–11 to bicyclic dienoates 25–37. The chemistry of 26 is briefly examined and, in the context of organoleptic studies concerning functionalised 5, 5, 9-tri- methyldecalins, the transformation of 37 to ketones 44 and 46 as well as to acetates 53– ...