Biosynthesis of tetronasin: Part 7. Preparation of structural analogues of the tetraketide biosynthetic precursor to tetronasin

Tetrahedron Letters

Volumn 37, Issue 20, 1996, Pages 3519-3520

  Less, Simon L ^a   Leadlay, Peter F ^a   Dutton, Christopher J ^b   Staunton, James ^a  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

^b PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

IONOPHORE; TETRONASIN;

ARTICLE; BIOSYNTHESIS; ISOTOPE LABELING; REACTION ANALYSIS; STREPTOMYCES;

EID: 0030001097     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00601-6     Document Type: Article

References (12)

1. See a proceeding paper in this journal and references therein: Biosynthesis of Tetronasin: Part 5. Novel Fluorinated and Non-fluorinated Analogues of Tetronasin via Intact Incorporation of Di-, Tri- and Tetraketide Analogue Precursors.
2. Davies, D. H.; Snape, E. W.; Suter, P. J.; King, T. J.; Falshaw, C. P. J. Chem. Soc. Chem. Comm., 1981, 1073.
3. See the proceeding paper in this journal: Biosynthesis of Tetronasin: Part 6. Preparation of Structural Analogues of the Diketide and Triketide Biosynthetic Precursors to Tetronasin.
4. All new compounds gave spectroscopic data in agreement with the assigned structures.
5. (a) Dess, D. B.; Martin, J. B. J. Am. Chem. Soc., 1991, 113, 7277.
6. (b) 1, 1, 1-triacetoxy-1, 1-dihydro-1, 2-benziodoxol-3(1H)-one (the Dess-Martin periodinane) was synthesised according to the procedure of Ireland, R. E., Liu, L., J. Org. Chem., 1993, 58, 2899.
7. Paterson, I.; Wallace, J. W.; Velázquez, S. M. Tetrahedron Lett., 1994, 35, 9083.
8. (a) Levin, J. I.; Turos, E.; Weinreb, S. M. Synth. Comm., 1982, 12, 989.
9. (b) Nahm, S.; Weinreb, S. M. Tetrahedron Lett., 1981, 22, 3815.
10. 2O, 20°C, 2 h (75%).
11. Haines, A. H. Methods for the Oxidation of Organic Compound, Academic Press, 1988, Chapter 7, 277.
12. Neises, B.; Steglich, W. Angew. Chem., Int. Ed. Engl., 1978, 17, 522.