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Filtering by: Creator Chen, Kuei-Lin Academic Affiliation Chemistry Creator Lee, Tae Hee

Total synthesis of phorboxazole A

Creator:

Lee, Tae Hee

Abstract:

The total synthesis of a highly potent cytotoxic marine natural product, phorboxazole A, is described. Both a palladium(II)-mediated and a palladium(II)-catalyzed intramolecular alkoxycarbonylation were used as key steps for the preparation of the two cis-2,6-disubstituted tetrahydropyran rings (C22-C26 and C11-C15) of phorboxazole A. The synthesis used a convergent approach involving...

Resource Type:

Dissertation

Full Text:

. 2000, 122, 10033. (b) Li, D.-R.; Zhang, D. -H.; Sun, C. -Y.; Zhang, J. -W.; Yang, L.; Chen, J.; Liu
Total synthesis of the marine toxin phorboxazole A using palladium(II)-mediated intramolecular alkoxycarbonylation for tetrahydropyran synthesis

Creator:

Kuntiyong, Punlop, Lee, Tae Hee, Kranemann, Christian L., and White, James D.

Abstract:

The potent antitumor agent phorboxazole A was synthesized from six subunits comprising C1-C2 (115), C3-C8 (98), C9-C19 (74), C20-C32 (52), C33-C41 (84) and C42-C46 (85). Tetrahydropyrans B and C containing cis-2,6-disubstitution were fabricated via palladium(II)-mediated intramolecular alkoxycarbonylation which, in the case of tetrahydropyran C, was carried out with catalytic palladium(II)...

Resource Type:

Article