Baker's-Yeast-Mediated Reduction of Sulfur-Containing Compounds

Typeset version

 

TY  - JOUR
  - Deasy, RE,Maguire, AR
  - 2014
  - June
  - European Journal of Organic Chemistry
  - Baker's-Yeast-Mediated Reduction of Sulfur-Containing Compounds
  - Validated
  - ()
  - Synthetic methods Enzyme catalysis Biotransformations Reduction Enantioselectivity Chiral alcohols Sulfur EFFICIENT ASYMMETRIC OXIDATION BIOLOGICALLY-ACTIVE COMPOUNDS BIFUNCTIONAL CHIRAL SYNTHONS ACID-CATALYZED CYCLIZATION HIGH OPTICAL PURITY ENANTIOSELECTIVE SYNTHESIS MICROBIAL REDUCTION STEREOSELECTIVE-SYNTHESIS SACCHAROMYCES-CEREVISIAE KINETIC RESOLUTION
  - 2014
  - 3737
  - 3756
  - Both the efficiency and the stereoselectivity in baker's-yeast-mediated reduction of ketones are strongly influenced by both the presence and the position of sulfur substituents, or indeed by the use of sulfur-containing additives. Interestingly the oxidation level of the sulfur substituent has a powerful impact on the outcome of the yeast reduction. It is apparent that use of the sulfone moiety as a substituent to influence the efficiency and stereoselectivity in ketone reduction is substantially more effective than use of the analogous sulfide and sulfoxide moieties.
  - 10.1002/ejoc.201301729
DA  - 2014/06
ER  - 
@article{V271354797,
   = {Deasy,  RE and Maguire,  AR },
   = {2014},
   = {June},
   = {European Journal of Organic Chemistry},
   = {Baker's-Yeast-Mediated Reduction of Sulfur-Containing Compounds},
   = {Validated},
   = {()},
   = {Synthetic methods Enzyme catalysis Biotransformations Reduction Enantioselectivity Chiral alcohols Sulfur EFFICIENT ASYMMETRIC OXIDATION BIOLOGICALLY-ACTIVE COMPOUNDS BIFUNCTIONAL CHIRAL SYNTHONS ACID-CATALYZED CYCLIZATION HIGH OPTICAL PURITY ENANTIOSELECTIVE SYNTHESIS MICROBIAL REDUCTION STEREOSELECTIVE-SYNTHESIS SACCHAROMYCES-CEREVISIAE KINETIC RESOLUTION},
   = {2014},
  pages = {3737--3756},
   = {{Both the efficiency and the stereoselectivity in baker's-yeast-mediated reduction of ketones are strongly influenced by both the presence and the position of sulfur substituents, or indeed by the use of sulfur-containing additives. Interestingly the oxidation level of the sulfur substituent has a powerful impact on the outcome of the yeast reduction. It is apparent that use of the sulfone moiety as a substituent to influence the efficiency and stereoselectivity in ketone reduction is substantially more effective than use of the analogous sulfide and sulfoxide moieties.}},
   = {10.1002/ejoc.201301729},
  source = {IRIS}
}
AUTHORSDeasy, RE,Maguire, AR
YEAR2014
MONTHJune
JOURNAL_CODEEuropean Journal of Organic Chemistry
TITLEBaker's-Yeast-Mediated Reduction of Sulfur-Containing Compounds
STATUSValidated
TIMES_CITED()
SEARCH_KEYWORDSynthetic methods Enzyme catalysis Biotransformations Reduction Enantioselectivity Chiral alcohols Sulfur EFFICIENT ASYMMETRIC OXIDATION BIOLOGICALLY-ACTIVE COMPOUNDS BIFUNCTIONAL CHIRAL SYNTHONS ACID-CATALYZED CYCLIZATION HIGH OPTICAL PURITY ENANTIOSELECTIVE SYNTHESIS MICROBIAL REDUCTION STEREOSELECTIVE-SYNTHESIS SACCHAROMYCES-CEREVISIAE KINETIC RESOLUTION
VOLUME2014
ISSUE
START_PAGE3737
END_PAGE3756
ABSTRACTBoth the efficiency and the stereoselectivity in baker's-yeast-mediated reduction of ketones are strongly influenced by both the presence and the position of sulfur substituents, or indeed by the use of sulfur-containing additives. Interestingly the oxidation level of the sulfur substituent has a powerful impact on the outcome of the yeast reduction. It is apparent that use of the sulfone moiety as a substituent to influence the efficiency and stereoselectivity in ketone reduction is substantially more effective than use of the analogous sulfide and sulfoxide moieties.
PUBLISHER_LOCATION
ISBN_ISSN
EDITION
URL
DOI_LINK10.1002/ejoc.201301729
FUNDING_BODY
GRANT_DETAILS