Thiacrown ether as regulator of lipase-catalyzed trans-esterification in organic media: Practical optical resolution of allyl alcohols

Tetrahedron Letters

Volumn 37, Issue 28, 1996, Pages 4991-4992

  Takagi, Yumiko ^c   Teramoto, Jun ^c   Kihara, Hiroshi ^c   Itoh, Toshiyuki ^a   Tsukube, Hiroshi ^b  

^a OKAYAMA UNIVERSITY   (Japan)

^b Osaka Prefecture University   (Japan)

^c HYOGO UNIVERSITY OF TEACHER EDUCATION   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL ALCOHOL; ETHER DERIVATIVE; TRIACYLGLYCEROL LIPASE;

ACETYLATION; ARTICLE; BURKHOLDERIA CEPACIA; CATALYSIS; DRUG ACTIVITY; DRUG HYDROLYSIS; DRUG SYNTHESIS; ENANTIOMER; ESTERIFICATION; RACEMIC MIXTURE; STEREOCHEMISTRY;

EID: 0000468692     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00991-4     Document Type: Article

References (8)

1. 1) Wong, C. H.; Whitesides, G. M., Enzymes in Synthetic Organic Chemistry, Pergamon, Oxford, 1994.
2. 2) Itoh, T.; Takagi, Y.; Murakami, T.; Hiyama, Y.; Tsukube, H. J. Org. Chem., 1996, 61, 2158.: Itoh, T.; Hiyama, Y.; Betchaku, A.; Tsukube, H. Tetrahedron Lett. 1993, 34, 2617.
3. 2) Itoh, T.; Takagi, Y.; Murakami, T.; Hiyama, Y.; Tsukube, H. J. Org. Chem., 1996, 61, 2158.: Itoh, T.; Hiyama, Y.; Betchaku, A.; Tsukube, H. Tetrahedron Lett. 1993, 34, 2617.
4. 3) Water concentration in the employed solvents were determined, but no significant change in water concentration was observed when additives were added.
5. 4) Broos, J.; Sakodinskaya, 1 K.; Engbersen, J. F. J.; Verboom, W.; Reinhoudt, D. N; J. Chem. Soc., Chem., Commum., 1995, 255-256.
6. 5) Chen, C. -S.; Fujimoto, Y.; Girdauskas, G.; Sih, C. J. J. Am. Chem. Soc. 1982, 102, 7294.
7. -4 mol/L.
8. 7) The authors are grateful to Amano Pharmaceutical Co., Ltd. for providing lipase and to the SC-NMR Laboratory of Okayama University for the NMR measurements.