Ss. Lee et al., MICROBIAL REDUCTION OF YL-3-OXOHEXYL)-2,4,4-TRIMETHYLCYCLOPENTA-1,3-DIONE WITH SCHIZOSACCHAROMYCES-POMBE (NRRL Y-164), Tetrahedron : asymmetry, 8(18), 1997, pp. 3051-3058
Racemic yl-3-oxohexyl)-2,4,4-trimethylcyclopenta-1,3-dione 4 was resol
ved by reduction with Schizosaccharomyces pombe (NRRL Y-164) to give (
-)-5, (+)-6, and (+)-7 in 37, 12, and 19% yields, respectively. Chromi
c acid oxidation of (-)-5 gave (+)-4 while oxidation of (+)-6 and (+)-
7 gave (-)-4, respectively. Sodium borohydride reduction of (+)-4 foll
owed by Oppenauer oxidation yielded (-)-5 and (-)-7, and the same trea
tment of (-)-4 yielded (+)-5 and (+)-7, respectively. (C) 1997 Elsevie
r Science Ltd.