4.6 Article

Total synthesis of the proposed structure of cyclic hexadepsipeptide veraguamide A

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 35, Pages 7027-7030

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob26002f

Keywords

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Funding

  1. Chinese National Science Foundation [81072528]
  2. Chinese NSF [81125021]
  3. National Science and Technology Major Project on 'Key New Drug Creation and Manufacturing Program', China [2012ZX09103-101-035]
  4. Shanghai Commission of Science and Technology [10410702600, 10JC1417100, 10dz1910104]

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We have developed a practical method to assemble the proposed structure of natural product veraguamide A (1) by first preparing the three key fragments followed by optimization of the macrocyclization site. Although the synthetic product gave similar optical rotation to that reported for natural product, significant differences in the H-1 and C-13 NMR spectra were observed, especially the proton and carbon signals in the two N-MeVal moieties.

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