A Formal Total Synthesis of (±)-1,13-Herbertenediol

European Journal of Organic Chemistry

Volumn , Issue 3, 2004, Pages 499-503

  Srikrishna, Adusuhilli ^a   Rao, M Srinivasa ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

Metathesis; Rearrangement; Synthesis design; Terpenoids

Indexed keywords

1,13 HERBERTENEDIOL; CARBOXYLIC ACID DERIVATIVE; METHYL 2 ALLYL 2 (2 METHOXY 5 METHYLPHENYL)PENT 4 ENOATE; SESQUITERPENE; UNCLASSIFIED DRUG;

ALLYLATION; ARTICLE; CHEMICAL REACTION; IRELAND ESTER CLAISEN REARRANGEMENT; REACTION ANALYSIS; RING CLOSING METATHESIS; SYNTHESIS;

EID: 1242286068     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200300589     Document Type: Article

References (18)

1. [1a] H. Irita, T. Hashimoto, Y. Fukuyama, Y. Asakawa, Phytochemistry 2000, 55, 247-253.
2. [1b] A. Matsuo, S. Yuki, M. Nakayama, J. Chem. Soc., Perkin Trans. 1 1986, 701-710.
3. [1c] M. S. Buchanan, J. D. Connolly, D. S. Rycroft, Phytochemistry 1996, 43, 1245-1248.
4. [2a] Y. Fukuyama, Y. Kiriyama, M. Kodama, Tetrahedron Lett. 1996, 37, 1261-1264.
5. [2b] Y. Fukuyama, Y. Asakawa, J. Chem. Soc., Perkin Trans. 1 1991, 2737-2741.
6. [3a] Y. Kita, J. Futamura, Y. Ohba, Y. Sawama, J. K. Ganesh, H. Fujioka, Tetrahedron Lett. 2003, 44, 411-413.
7. [3b] T. Paul, A. Pal, P. D. Gupta, D. Mukherjee, Tetrahedron Lett. 2003, 44, 737-740.
8. [3c] S. P. Chavan, R. K. Kharul, R. R. Kale, D. A. Khobragade, Tetrahedron 2003, 59, 2737-2741.
9. [3d] A. Nayek, M. G. B. Drew, S. Ghosh, Tetrahedron 2003, 59, 5175-5181.
10. [3e] X. Z. Zhao, Y. X. Jia, Y. Q. Tu, J. Chem. Res. (S), 2003, 54-55.
11. [3f] Y. Kita, J. Futamura, Y. Ohba, Y. Sawama, J. K. Ganesh, H. Fujioka, J. Org. Chem. 2003, 68, 5917-5924.
12. [3g] A. Srikrishna, G. Satyanarayana, Tetrahedron Lett. 2003, 44, 1027-1030 and references cited therein.
13. Y. Fukuyama, H. Yuasa, Y. Tonoi, K. Harada, M. Wada, Y. Asakawa, T. Hashimoto, Tetrahedron 2001, 57, 9299-9307.
14. R. E. Ireland, R. H. Mueller, J. Am. Chem. Soc. 1972, 94, 5897-5898.
15. [6a] R. H. Grubbs, S. Chang, Tetrahedron 1998, 54, 4413-4450.
16. [6b] M. Schuster, S. Blechert, Angew. Chem. Int. Ed. Engl. 1997, 36, 2037-2055.
17. [6c] A. Fürstner, Angew. Chem. Int. Ed. 2000, 39, 3013-3043.
18. P. J. Dijkstra, M. Skowronska-Ptasinska, D. N. Reinhoudt, H. J. den Hertog Jr., J. van Eerden, S. Harkema, D. de Zeeuw, J. Org. Chem. 1987, 52, 4913-21.