Enzymatic resolution of dioxygenated dicyelopentadienes: Enantiopure hydrindanes, hydroisoquinolones, diquinanes and application to a synthesis of (+)-coronafacic acid

Tetrahedron Letters

Volumn 40, Issue 5, 1999, Pages 991-994

  Mehta, Goverdhan ^a,b   Reddy, D Srinivasa ^a  

^a UNIVERSITY OF HYDERABAD   (India)

^b INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

Enantiomeric purity; Enzymes; Indanes Hydrindanes

Indexed keywords

CORONAFACIC ACID; DIQUINANE DERIVATIVE; HYDRINDANE DERIVATIVE; HYDROISOQUINOLONE DERIVATIVE; NATURAL PRODUCT; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; ENZYME BINDING; ENZYME KINETICS; ORGANIC CHEMISTRY; OXYGENATION; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0033613795     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02465-4     Document Type: Article

References (16)

1. (a) Klunder AJH, Huizinga WB, Hulshof AJM, Zwanenburg B.Tetrahedron Lett.1986;22:2543.
2. (b) Tanaka K, Ogasawara K. Synthesis. 1995:1237 and a series of related papers from this group.
3. (c) Ogasawara K. Pure. Appl. Chem. 1994;66:2119.
4. (a) Mehta G, Praveen M. J. Chem. Soc. Chem. Commun.1993:1573.
5. (b) Mehta G, Srinivasa Reddy D. Synlett.1996: 229.
6. (c) Mehta G, Srinivasa Reddy D. Synlett.1997:612.
7. Schuda PF, Ammon HL, Heimann MR, Bhattacharjee S. J. Org. Chem.1982;47:3434.
8. 3). Enantiomeric purities were determined by NMR using chiral shift reagents and confirmed through comparison with literature values.
9. 2,6]decane derivatives, obtained through classical resolution methods, for chiro-optical study of caged systems, Nakazaki M, Naemura K. J.Org.Chem.1977;42:2985.
10. All compounds reported here were characterized on the basis of spectral data.
11. Ohira S. Bull. Chem. Soc. Jpn.1984;57:1902.
12. Ichihara A, Shiraisi K, Sakamura S, Nishiyama K,Sakai R. Tetrahedron Lett.1977:269.
13. (a)Kajiro H, Mitamura S, Mori A, Hiyama, T. Synlett.1998:51.
14. Oliveros E, Reviere M, Lattes A. Nouv.J.Chem.1979;3:739.
15. Schuda PF, Heimann MR. Tetrahedron.1984;40:2365.
16. Mehta G, Srikrishna A. Chem.Rev.1997;97:671.