Reduction of Acyl Enolates of a-Substituted /?-Keto Esters by Bakers' Yeast
نویسندگان
چکیده
Enol esters of 2-substituted-3-oxoalkanoates of (Z)-configuration were reduced by bakers' yeast to chiral 2-substituted-3-hydroxyalkanoates. The sy/f-selectivities of this reaction increased compared with those of the reduction of the corresponding racemic keto esters. The reaction mayproceed via an asymmetric hydrolysis of the enol esters, followed by the reduction of the resulting carbonyl group.
منابع مشابه
Quorum Sensing Inhibition and Structure–Activity Relationships of β-Keto Esters
Traditional therapeutics to treat bacterial infections have given rise to multi-drug resistant pathogens, which pose a major threat to human and animal health. In several pathogens, quorum sensing (QS)-a cell-cell communication system in bacteria-controls the expression of genes responsible for pathogenesis, thus representing a novel target in the fight against bacterial infections. Based on th...
متن کاملSquaramide-Catalyzed Enantioselective Michael Addition of Masked Acyl Cyanides to Substituted Enones
Masked acyl cyanide (MAC) reagents are shown to be effective umpolung synthons for enantioselective Michael addition to substituted enones. The reactions are catalyzed by chiral squaramides and afford adducts in high yields (90-99%) and with excellent enantioselectivities (85-98%). The addition products are unmasked to produce dicyanohydrins that, upon treatment with a variety of nucleophiles, ...
متن کاملEnhanced Antimicrobial Effect of Yeast Mediated Silver Nanoparticles Synthesized From Baker’s Yeast
In recent science Nanotechnology is a burning field for the researchers. To meet the requirements and growing technological demand, there is a need to develop an eco-friendly approach. In the present effort, the baker’s yeast (Saccharomyces cerevisiae) has been taken in order to assess its potential as putative candidate fungal genera for the transformation of silver nanoparticles. Silve...
متن کاملStoichiometric reductions of alkyl-substituted ketones and aldehydes to borinic esters.
A series of alkyl-substituted ketones are shown to activate hydrogen in the presence of B(C6F5)3, affording the corresponding borinic esters RR'CHOB(C6F5)2. The mechanism is shown to proceed via H2 activation, hydride delivery and protonation of a C6F5 group. The aliphatic aldehyde Et2CHCHO reacts with B(C6F5)3 or BPh3 to give boron enolates Et2C[double bond, length as m-dash]CH(OBAr2) (Ar = C6...
متن کاملSynthesis and Primary Cytotoxic Screening of Some 3- Sulfonamide Substituted Benzamido-benzimidazolones
Several cycline dependent kinase 2 (CDK2) inhibitors with different chemical structures have been introduced. The hinge region of CDK2 (residues 81–84) contains a set of hydrogen bond donor and acceptor sites some of which must be satisfied for potent inhibitor binding. The benzimidazolone skeleton may provide such interactions. Accordingly, 3-sulfonamide substituted benzamido-benzimidazolones ...
متن کامل