A practical high through-put continuous process for the synthesis of chiral cyanohydrins

Journal of Organic Chemistry

Volumn 67, Issue 23, 2002, Pages 8251-8253

  Chen, Peiran ^a   Han, Shiqing ^a   Lin, Guoqiang ^a   Li, Zuyi ^a  

^a INSTITUTE OF GEOLOGY AND GEOPHYSICS   (China)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROCYANATION;

AROMATIC COMPOUNDS; ENZYMES; SYNTHESIS (CHEMICAL);

HYDROGEN INORGANIC COMPOUNDS;

CYANOHYDRIN; ALDEHYDE; BENZALDEHYDE; BENZALDEHYDE DERIVATIVE; LYASE; MANDELONITRILE LYASE; NITRILE;

ARTICLE; CATALYSIS; CHIRALITY; CYANATION; ENANTIOMER; REACTION ANALYSIS; SYNTHESIS; ENZYMOLOGY; METABOLISM; PRUNUS; STEREOISOMERISM;

ALDEHYDE-LYASES; ALDEHYDES; BENZALDEHYDES; NITRILES; PRUNUS; STEREOISOMERISM;

EID: 0037111601     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo020432n     Document Type: Article

References (17)

1. (a) Abiko, A.; Wang, G. J. Org. Chem. 1996, 61, 2264.
2. (b) Hayashi, M.; Miyamoto, Y.; Inoue, T.; Oguni, N. J. Chem. Soc., Chem. Commun. 1991, 1752.
3. For the development of the enzymatic asymmetric synthesis of cyanohydrins, see: (a) Effenberger, F. Angew. Chem., Int. Ed. 1994, 33, 1555. (b) Effenberger, F.; Föster, S.; Wajant, H. Curr. Opin. Biotechnol. 2001, 532. (c) Gröger, H. Adv. Synth. Catal. 2001, 343, 547. (d) Gregory, R. J. H. Chem. Rev. 1999, 99, 3649.
4. For the development of the enzymatic asymmetric synthesis of cyanohydrins, see: (a) Effenberger, F. Angew. Chem., Int. Ed. 1994, 33, 1555. (b) Effenberger, F.; Föster, S.; Wajant, H. Curr. Opin. Biotechnol. 2001, 532. (c) Gröger, H. Adv. Synth. Catal. 2001, 343, 547. (d) Gregory, R. J. H. Chem. Rev. 1999, 99, 3649.
5. For the development of the enzymatic asymmetric synthesis of cyanohydrins, see: (a) Effenberger, F. Angew. Chem., Int. Ed. 1994, 33, 1555. (b) Effenberger, F.; Föster, S.; Wajant, H. Curr. Opin. Biotechnol. 2001, 532. (c) Gröger, H. Adv. Synth. Catal. 2001, 343, 547. (d) Gregory, R. J. H. Chem. Rev. 1999, 99, 3649.
6. For the development of the enzymatic asymmetric synthesis of cyanohydrins, see: (a) Effenberger, F. Angew. Chem., Int. Ed. 1994, 33, 1555. (b) Effenberger, F.; Föster, S.; Wajant, H. Curr. Opin. Biotechnol. 2001, 532. (c) Gröger, H. Adv. Synth. Catal. 2001, 343, 547. (d) Gregory, R. J. H. Chem. Rev. 1999, 99, 3649.
7. (a) Huuhtanen, T. T.; Kanerva, L. T. Tetrahedron: Asymmetry 1992, 3, 1223.
8. (b) Gröger, H.; Capan, E.; Barthuber, A.; Vorlop, K.-D. Org. Lett. 2001, 3, 1969.
9. (a) Han, S.; Lin, G.; Li, Z. Tetrahedron: Asymmetry 1998, 9, 1835.
10. (b) Lin, G.; Han, S.; Li, Z. Tetrahedron 1999, 55, 3531.
11. (c) Han, S.; Chen, P.; Lin, G.; Huang, H.; Li, Z. Tetrahedron: Asymmetry 2001, 12, 843.
12. (d) Chen, P.; Han, S.; Lin, G.; Huang, H.; Li, Z. Tetrahedron: Asymmetry 2001, 12, 3273.
13. Brussee, J.; Loos, W. T.; Kruse, C. G.; van der Gen, A. Tetrahedron 1990, 46, 979.
14. Smitskamp-Wilms, E.; Brussee, J.; van der Gen, A. Recl. Trav. Chim. Pays-Bas 1991, 110, 209
15. (a) Effenberger, F.; Ziegler, T.; Föster, S. Angew. Chem., Int. Ed. Engl. 1987, 26, 458.
16. (b) Effenberger, F.; Eichhorn, J. Tetrahedron: Asymmetry 1997, 8, 469.
17. Zandbergen, P.; van der Linden, J.; Brussee, J.; van der Gen, A. Synth. Commun. 1991, 21, 1387.