Improvement of enantioselective syntheses and chiral high resolution gas chromatographic analyses of (+)-2-allyl-2-carboethoxy-cyclopentanol.
The improvement of the biocatalytic reduction of 2-allyl-carboethoxy-cyclopentanone (2) to the corresponding cyclopentanol derivative (+)-(1R,2R)-(1) was accomplished employing baker's yeast in organic media. This chiral cyclopentanol derivative (1), analyzed by high resolution gas chromatography performed over beta-cyclodextrin stationary phase, was obtained in 38% yield (> 99% e.e.).
Fraga
C A
CA
LASSBio, Faculdade de Farmácia, Universidade Federal do Rio de Janeiro, Brazil.
Barreiro
E J
EJ
da Silva
E F
EF
dos Santos
A R
AR
KV Ramos MdaC
de Aquino Neto
F R
FR
D000498:Allyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002849:Chromatography, Gas; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D012441:Saccharomyces cerevisiae / Q000201:enzymology; D013237:Stereoisomerism
C108404:2-allyl-2-carboethoxycyclopentanol; D000498:Allyl Compounds; D003517:Cyclopentanes