Regio- and enantio-selective reduction of .ALPHA.,.GAMMA.-diketones by fermenting bakers' yeast

Autor:	Gen-ichi Tsuchihashi, Kazuhiko Ozaki, Hiromichi Ohta
Rok vydání:	1986
Předmět:	Diketone chemistry.chemical_compound Chemistry Yield (chemistry) Diol Absolute configuration Organic chemistry Selective reduction Specific rotation Fermentation General Agricultural and Biological Sciences General Biochemistry Genetics and Molecular Biology Yeast
Zdroj:	Agricultural and Biological Chemistry. 50:2499-2502
ISSN:	1881-1280 0002-1369
DOI:	10.1271/bbb1961.50.2499
Popis:	Reduction of various numbers of 2,4-alkanediones by fermenting bakers’ yeast has been found to be highly regio- and enantio selective, resulting in the formation of 2-hydroxy-4-alkanones. In some cases, optical purities of the products exceeded over 99% as determined by HPLC analysis of MTPA esters. The highest yield was obtained when the reaction was carried out at,pH 8 with low substrate concentration. As the representative β-hydroxyketones, the absolute configuration of ( + )-2-hydroxy-4-octanone (2d) and ( + )-3-hydroxy-1-phenyl-1-butanone (2h) was unambiguously determined to be (S) by comparing the specific rotation of diol derivatives with those of authentic specimens.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ad3527636015beba23482a2f8dfbaf29 https://doi.org/10.1271/bbb1961.50.2499 Zobrazit plný text záznamu