A Chemoenzymatic, Preparative Synthesis of the Isomeric Forms of p??Menth??1??en??9??ol: Application to the Synthesis of the Isomeric Forms of the Cooling Agent 1?? …

S Serra, C Fuganti, FG Gatti

Index: Serra, Stefano; Fuganti, Claudio; Gatti, Francesco G. European Journal of Organic Chemistry, 2008 , # 6 p. 1031 - 1037

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Citation Number: 16

Abstract

Abstract A preparative-scale synthesis of the four p-menth-1-en-9-ol isomers 2a–5a has been achieved by means of two chemoenzymatic processes. Both synthetic pathways start from the enantiomeric forms of limonene that are converted into p-mentha-1, 8-dien-9-al isomers 12 and 15. The baker's yeast mediated reduction of the latter aldehydes afforded compounds 3a and 5a, respectively, with very high enantioselectivity. Moreover, chemical ...