Enantioselective synthesis of a putative hexaketide intermediate in the biosynthesis of the squalestatins

Tetrahedron Letters

Volumn 38, Issue 30, 1997, Pages 5367-5370

  Simpson, Thomas J ^a   Smith, Robert W ^a   Westaway, Susan M ^a   Willis, Christine L ^a   Buss, Antony D ^b   Cannell, Richard J P ^b   Dawson, Michael J ^b   Rudd, Brian A M ^b  

^a UNIVERSITY OF BRISTOL   (United Kingdom)

^b GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; CARBON 13; HEXAKETIDE; SQUALESTATIN; UNCLASSIFIED DRUG;

ARTICLE; BIOSYNTHESIS; DIASTEREOISOMER; DRUG SYNTHESIS; ENANTIOMER; STEREOCHEMISTRY;

EID: 0030857047     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01174-X     Document Type: Article

References (12)

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6. 18O requires C, 82.1; H 9.5%
7. Parkes, K. E. B.; Bushnell, D. J.; Crackett, P. H.; Dunsdon, S. J.; Freeman, A. C.; Gunn, M. P.; Hopkins, R. A.; Lambert, R. W.; Martin, J. A.; Merrett, J. H.; Redshaw, S.; Spurden, W. C. and Thomas, G. J., J. Org. Chem., 1994, 59, 3656.
8. 3 requires C, 71.8; H 7.7%.
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10. Boland, W. and Mertes, K., Synthesis, 1985, 705.
11. 2O), 78.5 and 80.1 (C-5 and C-6), 113.8, 125.6, 128.0, 129.3, 129.5, 130.0, 131.2, 140.9 and 159.3 (C-8, C-9 and aromatics).
12. Kelly, N. M.; Reid, R. G.; Willis, C. L. and Winton, P.L, Tetrahedron Lett., 1995, 36, 8315.