Platinum- and acid-catalyzed enyne metathesis reactions: Mechanistic studies and applications to the syntheses of streptorubin B and metacycloprodigiosin

Journal of the American Chemical Society

Volumn 120, Issue 33, 1998, Pages 8305-8314

  Fürstner, Alois ^a   Szillat, Hauke ^a   Gabor, Barbara ^a   Mynott, Richard ^a  

^a MAX PLANCK INSTITUT FÜR KOHLENFORSCHUNG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBIOTIC AGENT; METACYCLOPRODIGIOSIN; PLATINUM; PRODIGIOSIN; STREPTORUBIN B; UNCLASSIFIED DRUG;

ANTIMICROBIAL ACTIVITY; ARTICLE; CATALYSIS; DRUG SYNTHESIS; IMMUNOMODULATION;

EID: 0032569211     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja981183g     Document Type: Article

References (6)

1. The red appearance of Serratia marescens and related bacteria due to the production of prodiginin-type metabolites forms the basis of the miracle of the "bleeding host", which occurred rather frequently during the Middle Ages. For a documentation of these historical aspects, see: Gaughran, E. R. L. Trans. N. Y. Acad. Sci., Ser. II 1969, 31, 3.
2. See the following for leading references: (a) Castro, A. J. Nature 1967, 213, 903. (b) Gerber, N. N. Crit. Rev. Microbiol. 1974, 3, 469 and references therein.
3. See the following for leading references: (a) Castro, A. J. Nature 1967, 213, 903. (b) Gerber, N. N. Crit. Rev. Microbiol. 1974, 3, 469 and references therein.
4. For another example of enyne transformations induced by Pt(IV), see: Blum, J.; Beer-Kraft, H.; Badrieh, Y. J. Org. Chem. 1995, 60, 5567.
5. Hutchins, R. O.; Natale, N. R. J. Org. Chem. 1978, 43, 2299.
6. Hutchins, R. O.; Milewski, C. A.; Maryanoff, B. E. J. Am. Chem. Soc. 1973, 95, 3662.