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Volumn 75, Issue 5, 2010, Pages 1410-1418

Chemoenzymatic synthesis of α-Hydroxy-β-methyl-γ-hydroxy esters: Role of the keto-enol equilibrium to control the stereoselective hydrogenation in a key step

Author keywords

[No Author keywords available]

Indexed keywords

[CARBONYL; BIOLOGICAL ACTIVITIES; BIOREDUCTIONS; CHEMICAL EQUATIONS; CHEMO-ENZYMATIC SYNTHESIS; CHEMOENZYMATIC APPROACHES; DIASTEREOSELECTIVE; ENANTIO; ENANTIOMERIC EXCESS; FUNCTIONALIZED; GLOBAL YIELD; HYDROXY ESTERS; KETO-ENOL EQUILIBRIA; KETOESTER; KEY REACTIONS; NATURAL PRODUCTS; OLEFINATION; ORGANIC SYNTHESIS; POTENT DRUGS; STEREOGENIC CENTERS; STEREOSELECTIVE HYDROGENATION;

EID: 77949297701     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo902227f     Document Type: Article
Times cited : (18)

References (74)
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    • 13C NMR data for the enantiomeric compounds are the same, and the first chiral center therein was established accurately in the first step and afterwards remained unchanged assisted by OTBS protecting group throughout route. The same comparison procedure was used for compound 18.
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    • Some difficulties were found in scaling up bioreduction of 12 due to formation of aggregates of yeast and water in the highly volatile diethyl ether. The vigorous stirring and a bath reactor coupled to a condenser was essential to minimize these issues.
    • Some difficulties were found in scaling up bioreduction of 12 due to formation of aggregates of yeast and water in the highly volatile diethyl ether. The vigorous stirring and a bath reactor coupled to a condenser was essential to minimize these issues.
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    • This bioreduction is easily scaled up, and as described previously, the limitation of scale is of practical, use a 400 mL stirred-tank reactor
    • This bioreduction is easily scaled up, and as described previously, the limitation of scale is of practical, use (a 400 mL stirred-tank reactor).
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    • For a revision about absolute configuration assembly through NMR, see
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.