Tetrahedron: Asymmetry

Stereochemical aspects of the bioreduction of the conjugated double bond of perillaldehyde

G Fronza, C Fuganti, M Pinciroli, S Serra

Index: Fronza, Giovanni; Fuganti, Claudio; Pinciroli, Matteo; Serra, Stefano Tetrahedron Asymmetry, 2004 , vol. 15, # 19 p. 3073 - 3077

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Citation Number: 13

Abstract

A study on the regioselective reduction of the conjugate double bond of perillaldehyde is described. The chemical reduction of this substrate was investigated in order to provide a straightforward access to the relevant natural flavour, dihydroperillaldehyde. The biological reduction of both natural (S)-(−)-perillaldehyde and synthetic (R)-(+)-perillaldehyde was accomplished by means of fermenting baker's yeast. The latter microorganism converted, ...