Helvetica chimica acta

Synthesis, Olfactory Evaluation, and Determination of the Absolute Configuration of the 3, 4??Didehydroionone Stereoisomers

S Serra, C Fuganti, E Brenna

Index: Serra, Stefano; Fuganti, Claudio; Brenna, Elisabetta Helvetica Chimica Acta, 2006 , vol. 89, # 6 p. 1110 - 1122

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Citation Number: 27

Abstract

Abstract The synthesis of 3, 4-didehydroionone isomers 4,(+)-6, and (−)-6 and of 3, 4- didehydro-7, 8-dihydroionone isomers 5,(+)-7, and (−)-7 was accomplished starting from commercially available racemic α-ionone (1). Their preparation of the racemic forms 4–7 was first achieved by mean of a number of chemo-and regioselective reactions (Schemes 1 and 2). The enantio-and diastereoselective lipase-mediated kinetic acetylation of 4- ...