Tetrahedron: Asymmetry

Chemoenzymatic synthesis of enantiopure isopropyl (3R)-and (3S)-3-hydroxycyclohex-1-ene-1-carboxylates and their reduction to isomers of isopropyl 3-hydroxy- …

L Fonteneau, S Rosa, D Buisson

Index: Fonteneau, Laure; Rosa, Sandra; Buisson, Didier Tetrahedron Asymmetry, 2002 , vol. 13, # 6 p. 579 - 585

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Citation Number: 6

Abstract

Reduction of an α, β-unsaturated cyclic ketone with Geotrichum candidum affords the corresponding (S)-allylic alcohol, while enantiospecific oxidation of the corresponding racemic alcohols leaves the (R)-enantiomer unchanged, giving access to both enantiomeric forms. Subsequent chemical reduction of the double bond of these homochiral allylic alcohol allows all isomers of the corresponding cyclohexanols to be obtained.