Syntheses of (+)- and (-)-dihydropinidine and (+)- and (-)-epidihydropinidine by using yeast reduction of methyl (2-oxocyclohexyl)acetate.
(+) and (-)-Dihydropinidine and (+)- and (-)-epidihydropinidine were synthesized from hydroxy esters 1 and 2 which had been prepared by yeast reduction of methyl (2-oxocyclohexyl)acetate. The enantiomeric excess at the C-1 positions of 1 and 2 were both determined as more than 99% ee.
Yamauchi
Satoshi
S
Faculty of Agriculture, Ehime University, Matsuyama, Japan. syamauch@agr.ehime-u.ac.jp
Mori
Shunji
S
Hirai
Yoshio
Y
Kinoshita
Yoshiro
Y
D000085:Acetates / Q000737:chemistry* / Q000378:metabolism; D003512:Cyclohexanones / Q000737:chemistry* / Q000378:metabolism; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010880:Piperidines / Q000737:chemistry / Q000378:metabolism*; D012441:Saccharomyces cerevisiae / Q000378:metabolism*
D000085:Acetates; D003512:Cyclohexanones; D010880:Piperidines; C409726:dihydropinidine; C493625:methyl (2-oxocyclohexyl)acetate