| Autor: |
Dechert-Schmitt AM; University of Texas at Austin, Department of Chemistry and Biochemistry, 105 E 24th St., Welch Hall A5300, Austin, TX 78712-1165, USA. mkrische@mail.utexas.edu., Schmitt DC, Gao X, Itoh T, Krische MJ |
| Jazyk: |
angličtina |
| Zdroj: |
Natural product reports [Nat Prod Rep] 2014 Apr; Vol. 31 (4), pp. 504-13. Date of Electronic Publication: 2014 Feb 11. |
| DOI: |
10.1039/c3np70076c |
| Abstrakt: |
Despite the longstanding importance of polyketide natural products in human medicine, nearly all commercial polyketide-based drugs are prepared through fermentation or semi-synthesis. The paucity of manufacturing routes involving de novo chemical synthesis reflects the inability of current methods to concisely address the preparation of these complex structures. Direct alcohol C-H bond functionalization via"C-C bond forming transfer hydrogenation" provides a powerful, new means of constructing type I polyketides that bypasses stoichiometric use of chiral auxiliaries, premetallated C-nucleophiles, and discrete alcohol-to-aldehyde redox reactions. Using this emergent technology, total syntheses of 6-deoxyerythronolide B, bryostatin 7, trienomycins A and F, cyanolide A, roxaticin, and formal syntheses of rifamycin S and scytophycin C, were accomplished. These syntheses represent the most concise routes reported to any member of the respective natural product families. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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