A new approach to the total synthesis of the unusual diterpenoid tropone, harringtonolide

Tetrahedron Letters

Volumn 39, Issue 36, 1998, Pages 6577-6580

  Zhang, Hongbin ^a   Appels, David C ^a   Hockless, David R C ^a   Mander, Lewis N ^a  

^a AUSTRALIAN NATIONAL UNIVERSITY   (Australia)

Author keywords

Cycloadditions; Cyclopropanation; Diazo compounds; Troponoids

Indexed keywords

CEPHALOTAXINE; CYCLOPROPANE; DITERPENOID; HARRINGTONINE DERIVATIVE; HERBACEOUS AGENT; INDENE DERIVATIVE; TROPONE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHIRALITY; CRYSTAL STRUCTURE; DRUG SYNTHESIS; HERBAL MEDICINE; MOLECULAR INTERACTION; NONHUMAN; STEREOCHEMISTRY; X RAY CRYSTALLOGRAPHY;

BETULACEAE;

EID: 0032171503     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01370-7     Document Type: Article

References (23)

1. [1] Buta JG, Flippen JL, Lusby WR. J. Org. Chem. 1978; 49: 1002-1003.
2. [2] Sun N, Xue Z, Liang X, Huang L. Acta Pharm. Sin. 1979; 14: 39-43.
3. [3] Kang S, Cai S, Teng L. Acta Pharm. Sin. 1981; 16: 867-868.
4. [4] Frey B, Wells A, Rogers DH, Mander LN. J. Am. Chem. Soc. 1998; 120: 1914-1915.
5. [5] Rogers DH, Morris JC, Roden FS, Frey B, King GR, Russkamp F-W, Bell RA, Mander LN. Pure Appl. Chem. 1996; 68: 515-522.
6. [6] Afarinkia K, Vinader V, Nelson TD, Posner GH. Tetrahedron, 1992; 42: 9111-9171.
7. [7] Ye T, McKervey MA. Chem. Rev. 1994; 94: 1091-1160.
8. [8] Padwa A, Austin DJ, Price AT, Semones MA, Doyle MP, Protopopova NM, Winchester WR, Tran A. J. Am. Chem. Soc. 1993; 115: 8669-8680.
9. [9] Padwa A, Fryxell GE, Zhi L. J. Am. Chem. Soc. 1990; 112: 3100-3109.
10. [10] Marvel CS, Hinman CW. J. Am. Chem. Soc. 1954; 76: 5435-5437
11. [11] Zimmerman HE, Lamers PH. J. Org. Chem. 1989; 54: 5788-5804.
12. [12] Derome AE. Modem NMR Techniques for Chemistry Research. Oxford: Pergamon Press, 1987.
13. [13] Brown HC, Kim SC, Krishnamurthy S. J. Org. Chem. 1980; 45: 1-12.
14. [14] Doyle MP, Bagheri V, Wandless TJ, Harn NK, Brinker DA, Eagle CT, Loh K-L. J. Am. Chem. Soc. 1990; 112: 1906-1912.
15. [15] Hashimoto S, Watanabe N, Ikegami S. Tetrahedron Lett. 1992; 33: 2709.
16. [16] McKervey MA, Tuladhar SM, Twohig MF. J. Chem. Soc., Chem. Commun. 1984; 129-131.
17. [17] Morris JC, Mander LN, Hockless DCR. Synthesis 1998; 455-467.
18. [18] Corey EJ, Myers AG. Tetrahedron Lett. 1984; 25: 3559-3562.
19. [19] Posner GH, Hutchings RH, Woodard BT. Synlett, 1997; 432-434.
20. [20] North ACT, Phillips DC, Mathews FS, Acta Cryst. 1968; A24: 351.
21. [21] Sheldrick GM. SHELXS86. In Sheldrick GM, Kruger C, Goddard R, editors. Crystallographic Computing 3. Oxford: Oxford University Press, 1985: 175-189.
22. [22] DIRDIF94: Beurskens PT, Admiraal G, Beurskens G, Bosman WP, Garcia-Grande S, Gould RO, Smits JMM, Smykalla C. The DIRDIF program system, Technical report of the Crystallography Laboratory, University of Nijmegen, The Netherlands, 1994.
23. [23] teXsan: Single Crystal Structure Analysis Software, Version 1.7-1, Molecular Structure Corporation, The Woodlands, TX 77381, 1995.