Baker's yeast-mediated synthesis of endo-2-cineolylol, a starting compound for potential cosmetic odourants

Int J Cosmet Sci. 2000 Jun;22(3):227-34. doi: 10.1046/j.1467-2494.2000.00029.x.

Abstract

Baker's yeast-mediated reduction of (+)-1,3,3-trimethyl-2-oxabicyclo[2,2,2]octan-6-one yields the corresponding 1,3,3-trimethyl-2-oxabicyclo[2,2,2]octan-6-ol as endo configuration in optically pure form. To study the reaction behaviour we have developed a RP-HPLC method. The synthesis and the olfactive character of some esters obtained from the endo-2-cineolylol are reported. A comparative odour evaluation between these esters and the corresponding compounds synthesized from the endo-exo alcohol mixture was performed.