Asymmetric Reduction of α-Thiocyanatoketones by Saccharomyces cerevisiae and Mortierella isabellina — A New Route to Optically Active Thiiranes.

ChemInform ◽  
2007 ◽  
Vol 38 (44) ◽  
Author(s):  
Edyta Lukowska ◽  
Jan Plenkiewicz
Keyword(s):  
Saccharomyces Cerevisiae ◽  
Asymmetric Reduction ◽  
Optically Active ◽  
Mortierella Isabellina

Asymmetric reduction of carbonyl compounds by yeast. IV. Preparation of optically active β-hydroxy sulfides, sulfoxides and sulfones

1978 ◽  
Vol 31 (9) ◽  
pp. 1965 ◽  
Author(s):  
RL Crumbie ◽  
BS Deol ◽  
JE Nemorin ◽  
DD Ridley
Keyword(s):  
Saccharomyces Cerevisiae ◽  
Carbonyl Compounds ◽  
Asymmetric Reduction ◽  
Optically Active ◽  
Secondary Alcohols ◽  
Optically Pure

Reduction of simple β-keto sulfides, β-keto sulfoxides and P-keto sulfones by an actively fermenting mutant of Saccharomyces cerevisiae proceeds readily and affords good yields of the corresponding optically active secondary alcohols. For example, 1-(benzylthio)propan-2-one gave optically pure (S)-(+)-1-(benzylthio)propan-2-ol and 1- (phenylsulfonyl)propan-2-one gave optically pure (S)-(+)-1- (phenylsulfonyl)propan-2-ol. In the reductions of racemic β-keto sulfoxides the enantiomers were reduced at sufficiently different rates to enable isolation of an optically active ketone and of an optically active β-hydroxy sulfoxide. Hence, 1-(phenylsulfinyl)propan-2-one gave (S)-(-)-1-(phenyl-sulfinyl)propan-2-one and (RS,SC)-(+)-1- (phenylsulfinyl)propan-2-ol.

Green asymmetric reduction of acetophenone derivatives: Saccharomyces cerevisiae and aqueous natural deep eutectic solvent

2018 ◽  
Vol 41 (2) ◽  
pp. 253-262 ◽  
Author(s):  
Manuela Panić ◽  
Doris Delač ◽  
Marin Roje ◽  
Ivana Radojčić Redovniković ◽  
Marina Cvjetko Bubalo
Keyword(s):  
Saccharomyces Cerevisiae ◽  
Asymmetric Reduction ◽  
Deep Eutectic Solvent ◽  
Acetophenone Derivatives ◽  
Natural Deep Eutectic Solvent

Bioreduction of Some Common Carbonylic Compounds Mediated by Yeasts

2010 ◽  
Vol 65 (1-2) ◽  
pp. 1-9 ◽  
Author(s):  
Javier Silva ◽  
Julio Alarcón ◽  
Sergio A. Aguila ◽  
Joel B. Alderete
Keyword(s):  
Saccharomyces Cerevisiae ◽  
Pichia Pastoris ◽  
Aqueous Medium ◽  
Ethyl Acetoacetate ◽  
Enantiomeric Excess ◽  
Optically Active ◽  
Environmentally Benign ◽  
Wild Type ◽  
Regeneration System ◽  
Type Strains

Bioreduction of several prochiral carbonylic compounds such as acetophenone (1), ethyl acetoacetate (2) and ethyl phenylpropionate (3) to the corresponding optically active secalcohols 1a - 3a was performed using wild-type strains of Pichia pastoris UBB 1500, Rhodotorula sp., and Saccharomyces cerevisiae. The reductions showed moderate to excellent conversion and high enantiomeric excess, in an extremely mild and environmentally benign manner in aqueous medium, using glucose as cofactor regeneration system. The obtained alcohols follow Prelog’s rule, but in the reduction of 1 with P. pastoris UBB 1500 the anti- Prelog enantiopreference was observed

scholarly journals Direct asymmetric reduction of levulinic acid to gamma-valerolactone: synthesis of a chiral platform molecule

2015 ◽  
Vol 17 (12) ◽  
pp. 5189-5195 ◽  
Author(s):  
József M. Tukacs ◽  
Bálint Fridrich ◽  
Gábor Dibó ◽  
Edit Székely ◽  
László T. Mika
Keyword(s):  
Levulinic Acid ◽  
Asymmetric Reduction ◽  
Optically Active

Biomass-originated levulinic acid was directly converted to optically active (S)-gamma-valerolactone, a proposed biomass-based chiral platform molecule.

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