Asymmetric synthesis of moiramide B

Chemical Communications

Volumn , Issue 15, 1996, Pages 1797-1798

  Dixon, Darren J ^a   Davies, Stephen G ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

2 PYRROLIDONE DERIVATIVE; ACID ANHYDRIDE; ANTIBIOTIC AGENT; MOIRAMIDE B; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS;

EID: 0029743485     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/cc9960001797     Document Type: Article

References (8)

1. J. Needham, M. T. Kelly, M. Ishige and R. J. Andersen, J. Org. Chem., 1994, 59, 2058.
2. W. McWhorter, A. Fredenhagen, K. Nakanishi and H. Komura, J. Chem. Soc., Chem. Commun., 1989, 299.
3. S. G. Davies and O. Ichihara, Tetrahedron: Asymmetry, 1991, 2, 183.
4. S. G. Davies, G. J. M. Doisneau, J. C. Prodger and H. J. Sanganee, Tetrahedron Lett., 1994, 35, 2373.
5. To date, two syntheses of the acyl succinimide fragment have been reported in studies connected with the synthesis of andrimid, a close relative of moiramide B. Although logical approaches were adopted in these studies the diastereoselection in the formation of the acyl succinimide fragment was low to absent; see ref. 2 and A. V. Rama Rao, A. K. Singh and C. V. N. S. Varaprasad, Tetrahedron Lett., 1991, 32, 4393.
6. W. D. Fuller, M. P. Cohen, M. Shabankareh and R. K. Blair, J. Am. Chem. Soc., 1990, 112, 7414.
7. J. J. Leban and K. L. Colson, J. Org. Chem., 1996, 61, 228.
8. S. Robin, J. Zhu, H. Galons, C. Pham-Huy, J. R. Claude, A. Tomas and B. Viossat, Tetrahedron: Asymmetry, 1995, 6, 1249.