Generation of molecular complexity from aromatics: A formal total synthesis of coriolin from 6-methylsaligenin

Tetrahedron Letters

Volumn 40, Issue 2, 1999, Pages 383-386

  Singh, V ^a   Samanta, B ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY BOMBAY   (India)

Author keywords

Cycloaddition; Oxidation; Photochemistry; Polyquinanes

Indexed keywords

AROMATIC COMPOUND; CORIOLIN; CYCLOPENTADIENE DERIVATIVE; SALIGENIN; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; NUCLEAR MAGNETIC RESONANCE; OXIDATION; PHOTOCHEMISTRY; SYNTHESIS;

EID: 0033534372     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02318-1     Document Type: Article

References (24)

1. Corey E.J. Cheng X.-M. The Logic of Chemical Synthesis 1989 John Wiley & Sons New York
2. Hudlicky T. Chem. Rev. 96 1996 3 30
3. Winkler J.D. Chem. Rev. 96 1996 167 176
4. Parsons P.J. Chem. Rev. 96 1996 195 206
5. Wang K.K. Chem. Rev. 96 1996 207 222
6. Malacria M. Chem. Rev. 96 1996 289 306
7. Baralotto C. Chanon M. Julliard M. J. Org. Chem. 61 1996 3576 3577 and references cited therein
8. Mehta G. Srikrishna A. Chem. Rev. 97 1997 671 719
9. Singh V. Thomas B. Tetrahedron 54 1998 3647 3692
10. MacDougall J.M. Moore H.W. J. Org. Chem. 62 1997 4554 4555
11. Jung M.E. Rayle H. J. Org. Chem. 62 1997 4601 4609
12. Tormo J. Moyano A. Pericas M.A. Riera A. J. Org. Chem. 62 1997 4851 4856
13. Singh V. Thomas B. J. Chem. Soc. Chem. Commun. 1992 1211 1213
14. Singh V. Thomas B. J. Org. Chem. 62 1997 5310 5320
15. Singh V. Prathap S. Porinchu M. J. Org. Chem. 63 1998 4011 4017
16. Takeuchi T. Iinuma H. Iwanaga J. Takahashi H. Umezawa H. J. Antibiot. 22 1969 215 217
17. Nishimura Y. Koyama Y. Umezawa S. Takeuchi T. Ishizuka M. Umezawa H. J. Antibiot. 33 1980 404
18. Domon K. Masuya K. Tanino K. Kuwajima I. Tetrahedron Lett. 38 1997 465 468 For other references on synthesis of coriolin see ref. 4a
19. Zimmerman H.E. Armesto D. Chem. Rev. 96 1996 3065 3112
20. Mehta G. Murthy A.N. Reddy D.S. Reddy A.V. J. Am. Chem. Soc. 108 1986 3443 3452
21. Carter S.D. Wallace T.W. Synthesis 1983 1000 1002
22. Gesson J.-P. Hervaud L. Mondon M. Tetrahedron Lett. 34 1993 2941 2944
23. Singh V. Sharma U. Porinchu M. Prasanna V. Tetrahedron 51 1995 6015 6032
24. Bratby D.M. Chadwick J.C. Fray G.I. Saxton R.G. Tetrahedron 33 1977 1527 1532