Lipase-catalyzed transesterification as a practical route to homochiral syn-1,2-diols. The synthesis of the taxol side chain

Tetrahedron Letters

Volumn 39, Issue 15, 1998, Pages 2163-2166

  Lee, Donghyun ^a   Kim, Mahn Joo ^a  

^a Pohang University of Science and Technology (POSTECH)   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

2,3 DIHYDROXY 3 PHENYL PROPANOIC ACID METHYL ESTER; PACLITAXEL; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; DRUG ACETYLATION; ENANTIOMER; ESTERIFICATION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032499150     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00147-6     Document Type: Article

References (24)

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14. 3)].
15. 10. Similiar rules were proposed previously for the lipase-catalyzed transformations of secondary alcohols and their esters: (a) Kazlauskas, J. J.; Weissfloch, A. W. E.; Rapport, A. T.; Cuccia, L A. J. Org. Chem. 1991, 56, 2656.
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20. 24 -48° (c 1.0, MeOH)].
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24. 16. For a recent review on the synthesis of the taxol side chain using enzymatic and chemical methods, see: Enantioselective Synthesis of b-Amino Acids; Juaristi, E., Ed.; Wiley-VCH: New York, 1997; Chapters 19-20.