Progress towards the total synthesis of trichodermamides A and B: Construction of the oxazine ring moiety

Organic Letters

Volumn 9, Issue 6, 2007, Pages 977-980

  Wan, Xiaobo ^a   Doridot, Gabriel ^a   Joullié, Madeleine M ^a  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DIPEPTIDE; EPOXIDE; OXAZINE DERIVATIVE; QUINIC ACID; TRICHODERMAMIDE A; TRICHODERMAMIDE B; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL MODEL; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

CATALYSIS; DIPEPTIDES; EPOXY COMPOUNDS; MODELS, CHEMICAL; OXAZINES; QUINIC ACID; STEREOISOMERISM;

EID: 33947572492     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062993x     Document Type: Article

References (22)

1. Garo, E.; Starks, C. M.; Jensen, P. R.; Fenical, W.; Lobkovsky, E.; Clardy, J. J. Nat. Prod. 2003, 66, 423.
2. Lin, Y.; Shao, Z.; Jiang, G.; Zhou, S.; Cai, J.; Vrijmoed, L. L. P.; Jones, E. B. G. Tetrahedron 2000, 56, 9607.
3. Capon, R. J.; Ratnayake, R.; Stewart, M.; Lacey, E.; Tennant, S.; Gill, H. J. Org. Biomol. Chem. 2005, 3, 123.
4. Gilchrist, T. L.; Lingham, D. A.; Roberts, T. G. J. Chem. Soc., Chem. Commun. 1979, 1089.
5. Gilchrist, T. L.; Roberts, T. G. J. Chem. Soc., Perkin Trans. 1 1983, 1283.
6. Gilchrist, T. L.; Stretch, W. J. Chem. Soc., Perkin Trans. 1 1987, 2235.
7. Gilchrist, T. L.; Lemos, A. J. Chem. Soc., Perkin Trans. 1 1993, 1391.
8. Zakarian, A.; Lu, C.-D. J. Am. Chem. Soc. 2006, 128, 5356.
9. Al-Qawasmeh, R. A.; Al-Tel, T. H.; Abdel-Jalil, R. J.; Voelter, W. Chem. Lett. 1999, 541.
10. Chiara, J. L.; Valle, N. Tetrahedron: Asymmetry 1995, 6, 1895.
11. Boehlow, T. R.; Harburn, J. J.; Spilling, C. D. J. Org. Chem. 2001, 66, 3111.
12. Takagi, Y. T. I. Bull. Chem. Soc. Jpn. 1993, 66, 2949.
13. Kim, Y. J.; Kido, M.; Bando, M.; Kitahara, T. Tetrahedron 1997, 53, 7501.
14. Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorrow, R. L. J. Org. Chem. 1990, 112, 4011.
15. Sharpless, K. B.; Michaelson, R. C. J. Am. Chem. Soc. 1973, 95, 6136.
16. Nicolaou, K. C.; Seitz, S. P.; Pavia, M. R.; Petasis, N. A. J. Org. Chem. 1979, 44, 4011.
17. Nicolaou, K. C.; Harrison, S. T. Angew. Chem., Int. Ed. 2006, 45, 3256.
18. Prat, D.; Left, R. Tetrahedron Lett. 1986, 27, 707.
19. Lane, B. S.; Vogt, M.; Derose, V. J.; Burgess, K. J. Am. Chem. Soc 2002, 124, 11946.
20. McKittrick, B. A.; Ganem, B. Tetrahedron Lett. 1985, 26, 4895.
21. Johnson, C. R.; Miller, M. W. J. Org. Chem. 1995, 60, 6674.
22. Wipf, P.; Kim, Y.; Fritch, P. C. J. Org. Chem. 1993, 58, 7195.