3-HYDROXY FATTY ACID ESTERS
1025
5. Yang, D.; Gao, Q.; Zheng, B.-F.; Zhu, N.-Y. Et2AlCl-promoted asymmetric phenylseleno
group transfer radical cyclization reactions of unsaturated b-hydroxy esters. J. Org. Chem.
2004, 69, 8821–8828.
6. Clay, R. J.; Collom, T. A.; Karrick, G. L.; Wemple, J. A safe economical method for the
preparation of b-oxo esters. Synthesis 1992, 290–292.
7. Benetti, S.; Romagnoli, R.; De Risi, C.; Spalluto, G.; Zanirato, V. Mastering b-keto
esters. Chem. Rev. 1995, 95, 1065–1114.
8. Kramer, R.; Bruckner, R. Discrimination of b-ketoesters by ruthenium(II)-binap-
¨
catalysed asymmetric hydrogenation. Angew. Chem. Int. Ed. 2007, 46, 6537–6541.
9. Kramer, R.; Bruckner, R. Asymmetric hydrogenations one by one: Differentiation of up
¨
to three b-ketocarboxylic acid derivatives based on ruthenium(II)-binap catalysis. Chem.
Eur. J. 2007, 13, 9076–9086.
10. Faber, K. Biotransformations in Organic Chemistry, 5th ed.; Springer: Berlin-Heidelberg,
2004.
11. Bornscheuer, U. T.; Kazlauskas, R. J. Hydrolases in Organic Chemistry, 2nd ed.; Wiley-
VCH: Weinheim, 2006.
12. Bornscheuer, U.; Herar, A.; Kreye, L.; Wendel, V.; Capewell, A.; Meyer, H.; Scheper, T.;
Kolisis, F. Factors affecting the lipase catalyzed transesterification reactions of
3-hydroxyesters in organic solvents. Tetrahedron: Asymmetry 1993, 4, 1007–1016.
13. Capewell, A.; Wendel, V.; Bornscheuer, U.; Meyer, H. H.; Scheper, T. Lipase-catalysed
kinetic resolution of 3-hydroxy esters in organic solvents and supercritical carbon dioxide.
Enzyme Microb. Technol. 1996, 19, 181–186.
14. Ikunaka, M. A process in need is a process indeed: Scalable enantioselective synthesis of
chiral compounds for the pharmaceutical industry. Chem. Eur. J. 2003, 9, 379–388.
15. Garcia, M. J.; Rebolledo, F.; Gotor, V. Practical enzymatic route to optically active
3-hydroxyamides: Synthesis of 1,3-aminoalcohols. Tetrahedron: Asymmetry 1993, 4,
2199–2210.
16. Chen, C. S.; Shi, C. J. General aspects and optimization of enantioselective biocatalysis in
organic solvents: The use of lipases. Angew. Chem. Int. Ed. Engl. 1989, 28, 695–707.
17. Adam, W.; Lazarus, M.; Schmerder, A.; Humpf, H.-U.; Saha-Mo¨ller, C. R.; Schreier, P.
Synthesis of optically active a-hydroxy acids by kinetic resolution through lipase-catalyzed
enantioselective acetylation. Eur. J. Org. Chem. 1998, 2013.
´
18. Mezoul, G.; Lalot, T.; Brigodiot, M.; Marechal, E. Enzyme-catalyzed sythesis of aliphatic
polyesters in organic media: Study of transesterification equilibrium shift and characteri-
zation of cyclic compounds. J. Polym. Sci. Part A: Polym. Chem. 1995, 33, 2691–2698.
19. Robinson, G. K.; Alston, M. J.; Knowles, C. J.; Cheetham, P. S. J.; Motion, K. R. An
investigation into the factors influencing lipase-catalyzed intramolecular lactonization in
microaqueous systems. Enzyme Microb. Technol. 1994, 16, 855–863.
20. From, M.; Adlercreutz, P.; Mattiasson, B. Lipase-catalyzed esterification of lactic acid.
Biotechnol. Lett. 1997, 19, 315–317.
21. Fischer, P.; Heitzer, W.; Thielacker, R. Pra¨paratives Praktikum fu¨r chemisch-technische
Assistenten; Thieme: Stuttgart, 1988.
22. Clay, R. J.; Collom, T. A.; Karrick, G. L.; Wemple, J. A safe economical method for the
preparation of b-oxo esters. Synthesis 1992, 290–292.