Lipase-mediated preparation of sugar building blocks

Synthesis

Volumn , Issue 8, 1999, Pages 1325-1330

  Taniguchi, Takahiko ^a   Takeuchi, Miwako ^a   Kadota, Kohei ^a   ElAzab, Adel S ^a   Ogasawara, Kunio ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

Chiral building block; Lipase mediated ester hydrolysis; Lipase mediated transesterification; Oxidative ring expansion; Sugar building block

Indexed keywords

ESTER; SUGAR; TRIACYLGLYCEROL LIPASE;

ARTICLE; CHEMICAL REACTION; ESTERIFICATION; HYDROLYSIS; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; OXIDATION;

EID: 0032841711     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-3545     Document Type: Article

References (16)

1. Takeuchi, M.; Taniguchi, T.; Ogasawara, K. Synthesis 1999, 341.
2. Takeuchi, M.; Taniguchi, T.; Ogasawara, K. in preparation.
3. Taniguchi, T.; Ohnishi, H.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1996, 1477.
4. Johnson, R. A.; Sharpless, K. B. Comprehensive Organic Synthesis, Trost, B. M.; Fleming, I.; Eds.; Pergamon Press: New York 1991, Vol. 7, p. 389.
5. Achmatowicz, O. Organic Synthesis Today and Tomorrow, Trost, B. M.; Hutchinson, C. R., Eds.; Pergamon Press: Oxford, 1980, pp. 307-325.
6. Luche, J. -L. J. Am. Chem. Soc. 1977, 100, 2226. Gemal, A. L.; Luche, J. -L. J. Am. Chem. Soc. 1981, 103, 5454.
7. Luche, J. -L. J. Am. Chem. Soc. 1977, 100, 2226. Gemal, A. L.; Luche, J. -L. J. Am. Chem. Soc. 1981, 103, 5454.
8. Takano, S.; Yamane, T.; Takahashi, M.; Ogasawara, K. Tetrahedron: Asymmetry 1992, 3, 873.
9. Takano, S.; Setoh, M.; Ogasawara, K. Tetrahedron: Asymmetry 1993, 4, 157.
10. Takano, S.; Suzuki, M.; Ogasawara, K. Tetrahedron: Asymmetry 1993, 4, 1043.
11. Takano, S.; Yamada, O.; Iida, H; Ogasawara, K. Synthesis 1994, 592.
12. A pertinent monograph, see: Wong, C. H.; Whitesides, G. M. Enzymes in Synthetic Organic Chemistry, Pergamon, Oxford, 1994.
13. Pertinent reviews, see: Roberts, S. M.; J. Chem. Soc., Perkin Trans. 1 1998, 157 and 1999, 1.
14. Pertinent reviews, see: Roberts, S. M.; J. Chem. Soc., Perkin Trans. 1 1998, 157 and 1999, 1.
15. Chen, C. -S.; Fujimoto, Y.; Girdaukas, G.; Sih, C. J. J. Am. Chem. Soc, 1982, 104, 7294.
16. E value was calculated by estimating enantiomeric purities of the products as 99% ee.