Optical Resolution, Biocatalysis

Introduction Optical Resolution with Lipase-Catalyzed Transesterification Optical Resolution with Lipase-Catalyzing Hydrolysis Optical Resolution by Lipase-Catalyzing Esterification Optical Resolution by Hydantoinase-Catalyzing Hydrolysis Optical Resolution by Oxidoreductase-Catalyzing Oxidation and Reduction Conclusion References Keywords: asymmetric microbial degradation; backer's yeast; enzymatic hydrolysis; enzymatic transesterification; E-value; immobilized microorganisms; lipase-catalyzing esterification; microbial oxidation; Prelog's rule; ρ-Ketoesters

[1]  H. Yamada,et al.  Optical resolution of racemic pantolactone with a novel fungal enzyme, lactonohydrolase , 1995, Applied Microbiology and Biotechnology.

[2]  A. Ducret,et al.  Scale-up of the enantioselective reaction for the enzymatic resolution of (R,S)-ibuprofen , 1995, Biotechnology Letters.

[3]  K. Huthmacher,et al.  Synthesis and use of enantiomerically pure tert-leucine , 1995 .

[4]  A. Medici,et al.  Combined microbial oxidation and reduction: a new approach to the highyield synthesis of homochiral unsaturated secondary alcohols from racemates , 1995 .

[5]  K. Kato,et al.  Optical resolution of 1-arylethanols with a condensed aromatic ring by lipase from Pseudomonas aeruginosa. , 1995, Bioscience, biotechnology, and biochemistry.

[6]  D. R. Durham,et al.  Properties of D-hydantoinase from Agrobacterium tumefaciens and its use for the preparation of N-carbamyl D-amino acids. , 1995, Biochemical and biophysical research communications.

[7]  G. Haufe,et al.  Synthesis of (9R)- and (9S)-10-fluorodecan-9-olide (fluoro-phoracantholide I) first lipase-catalyzed enantioselective esterification of β-fluoroalcohols , 1995 .

[8]  K. Mori,et al.  Lipase-Catalyzed Resolution of Sterically Crowded 1,2-Diols. , 1995 .

[9]  K. Ogasawara,et al.  Lipase-Mediated Preparation of Optically Pure Four-Carbon Di- and Triols from a meso-Precursor , 1995 .

[10]  Shih-Hsiung Wu,et al.  Resolution of Ibuprofen Catalyzed with Free and Immobilized Lipases , 1995 .

[11]  K. Ogasawara,et al.  An Expedient Route to Optically Pure 3-endo-Hydroxydicyclopentadiene , 1995 .

[12]  K. Ogasawara,et al.  Lipase-Mediated Resolution of Inden-1-ol , 1995 .

[13]  A. Banerji,et al.  Biotransformations with Rhizopus arrhizus: Preparation of the enantiomers of 1-phenylethanol and 1-(fo-, m- and p-methoxyphenyl)ethanols , 1995 .

[14]  S. Fernández,et al.  Selective Acylation of A-Ring Precursors of Vitamin D Using Enzymes in Organic Solvents , 1995 .

[15]  Derek S. Tan,et al.  Enzymatic Resolution Coupled with Substrate Racemization Using a Thioester Substrate , 1995 .

[16]  T. Yamaguchi,et al.  Enzymatic synthesis of (S)-(−)-1-(2-thienyl)propyl acetate , 1995 .

[17]  H. Akita,et al.  A formal total synthesis of nikkomycin B based on enzymatic resolution of a primary alcohol possessing two stereogenic centers , 1995 .

[18]  E. Hedenström,et al.  Enzyme Catalysed Irreversible Transesterifications with Vinyl Acetate : Are they really Irreversible? , 1995 .

[19]  Katri Lundell,et al.  ENANTIOMERS OF RING-SUBSTITUTED 2-AMINO-1-PHENYLETHANOLS BY PSEUDOMONAS CEPACIA LIPASE , 1995 .

[20]  J. Kim,et al.  Lipase-catalyzed transesterification as a practical route to homochiral acyclic anti-1,2-diols. A new synthesis of (+)- and (−)-endo-brevicomin , 1995 .

[21]  R. Kazlauskas,et al.  KINETIC RESOLUTION OF SULFOXIDES WITH PENDANT ACETOXY GROUPS USING CHOLESTEROL ESTERASE : SUBSTRATE MAPPING AND AN EMPIRICAL RULE FOR CHIRAL PHENOLS , 1995 .

[22]  B. Septe,et al.  ENZYMATIC HYDROLYSIS OF METHYL 3,3-DIFLUORO-2-AMINO ESTERS: SYNTHESIS OF D- AND L-3,3-DIFLUORO-2-AMINO ACIDS AND THEIR DERIVATIVES , 1995 .

[23]  K. Achiwa,et al.  Lipase-catalyzed enantiosynthesis of (R)- and (S)-2-[benzyl(phenyl)amino]ethyl 5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate (NZ 105) , 1995 .

[24]  S. Murakami,et al.  Enzymatic resolution of trans-2,3-dihydro-3-hydroxy-2-phenyl-4H-1-benzopyran-4-one (trans-flavanon-3-ol) by lipase , 1995 .

[25]  R. Ward.  Dynamic Kinetic Resolution , 1996 .

[26]  Wolfgang Kroutil,et al.  Asymmetric microbial hydrolysis of epoxides , 1995 .

[27]  K. Ogasawara,et al.  RESOLUTION AND UTILIZATION OF ETHYL 5-HYDROXYCYCLOPENT-1-ENECARBOXYLATE : ENANTIOSELECTIVE SYNTHESIS OF (+)-MITSUGASHIWALACTONE AND (-)-DOLICHODIAL , 1995 .

[28]  A. Medici,et al.  Oxidation with Bacillus stearothermophilus in heptane , 1995 .

[29]  M. Takeshita,et al.  ENZYMATIC SYNTHESIS OF (1R, 2S)- AND (1S, 2R)-2-METHYL-2,3-EPOXY-1-PHENYLPROPANOLS , 1995 .

[30]  T. J. V. Huis,et al.  The synthesis of three important lactones via an enzymatic resolution strategy that improves ee's and yields , 1995 .

[31]  E. Takahashi,et al.  R-(−)-mandelic acid production from racemic mandelic acids by Pseudomonas polycolor with asymmetric degrading activity , 1995 .

[32]  Hak-Sung Kim,et al.  Optimization of the enzymatic synthesis of d-p-hydroxyphenylglycine from dl-5-substituted hydantoin using d-hydantoinase and N-carbamoylase , 1995 .

[33]  F. Gardini,et al.  Microbial oxidation with Bacillus stearothermophilus: High enantioselective resolution of 1-heteroaryl and 1-aryl alcohols , 1993 .

[34]  M. Sinigaglia,et al.  Kinetic resolution of 1-aryl- and 1-heteroaryl ethanols by oxidation with Baker's yeast , 1993 .

[35]  Zhuofeng Xie.  Pseudomonas fluorescens lipase in asymmetric synthesis , 1991 .

[36]  H. Bock,et al.  2,3,6,7‐Tetramethoxythianthrene Dication: An “Aromatic” π System “Gives Up the Ghost” , 1991 .

[37]  H. Ohta,et al.  Preparation of enantiomerically enriched compounds using enzymes; VII.1 A synthesis of Japanese beetle pheromone utilizing lipase-catalyzed enantioselective lactonization , 1990 .

[38]  Ching-Shih Chen,et al.  General Aspects and Optimization of Enantioselective Biocatalysis in Organic Solvents: The Use of Lipases [New Synthetic Methods (76)] , 1989 .