Highly enantioselective and regioselective biocatalytic azidolysis of aromatic epoxides

Organic Letters

Volumn 3, Issue 1, 2001, Pages 41-43

  Spelberg, Jeffrey H Lutje ^a,b   Van Vlieg, Johan E T Hylckama ^a   Tang, Lixia ^a   Janssen, Dick B ^a   Kellogg, Richard M ^b,c  

^a Groningen Biomol Sci Biotech I   (Netherlands)

^b UNIVERSITY OF GRONINGEN   (Netherlands)

^c Syncom BV   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC HYDROCARBON; AZIDE; EPOXIDE; HALOHYDRIN DEHALOGENASE; HYDROLASE; STYRENE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; ENZYME SPECIFICITY; ENZYMOLOGY; METABOLISM; RHIZOBIUM; STEREOISOMERISM;

AZIDES; CATALYSIS; EPOXY COMPOUNDS; HYDROCARBONS, AROMATIC; HYDROLASES; MOLECULAR STRUCTURE; RHIZOBIUM; STEREOISOMERISM; STYRENES; SUBSTRATE SPECIFICITY;

EID: 0042367657     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0067540     Document Type: Article

References (12)

1. The Chemistry of the Azido Group; Patai, S., Ed.; Wiley: New York, 1971.
2. Chini, M.; Crotti, P.; Macchia F. Tetrahedron Lett. 1990, 31, 5641.
3. Blumenstein, J. J.; Ukachukwu, V. C.; Mohan, R. S.; Whalen, D. L. J. Org. Chem. 1993, 58, 924.
4. (a) Saito, S.; Yamashita, S.; Nishikawa, T.; Yokoyama, Y.; Inaba, M.; Moriwake, T. Tetrahedron Lett. 1989, 30, 4153
5. (b) Leung, W.; Chow, E. K. F.; Wu, M.; Kum, P. W. Y.; Yeung, L. Tetrahedron Lett. 1995, 36, 107.
6. Guy, A.; Dubuffet, T.; Doussot, J.; Godefroy-Falguieres, A. Synlett 1991, 403.
7. Guy, A.; Doussot, J.; Garreau, R.; Godefroy-Falguieres, A. Tetrahedron: Asymmetry 1992, 3, 247.
8. Martinez, L. E.; Leighton, J. L.; Carsten, D. H.; Jacobsen, E. N. J. Am. Chem. Soc. 1995, 117, 5897.
9. Farrow, J. F.; Schaus, S. E.; Jacobsen, E. N. J. Am. Chem. Soc. 1996, 118, 7420.
10. Lutje Spelberg, J. H.; van Hylckama Vlieg, J. E. T.; Bosma, T.; Kellogg, R. M.; Janssen, D. B. Tetrahedron: Asymmetry 1999, 10, 2863.
11. Straathof, A. J. J.; Jongejan, J. A. Enzyme Microb. Technol. 1997, 21, 559.
12. van Hylckama Vlieg, J. E. T.; Tang, L.; Lutje Spelberg, J. H.; Smilda, T.; Poelarends, G. J.; Bosma, T.; van Merode, A. E. J.; Fraaije, M. W.; Janssen, D. B. Submitted for publication.