4.8 Article

Concise Syntheses of Δ12-Prostaglandin J Natural Products via Stereoretentive Metathesis

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 1, Pages 154-158

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b12816

Keywords

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Funding

  1. NIH [R01GM031332, R01GM080269]
  2. NSF [CHE 150216]
  3. Division Of Chemistry
  4. Direct For Mathematical & Physical Scien [1502616] Funding Source: National Science Foundation

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Delta(12)-Prostaglandin J family is recently discovered and has potent anticancer activity. Concise syntheses of four Delta(12)-prostaglandin J natural products (7-8 steps in the longest linear sequences) are reported, enabled by convergent stereoretentive cross-metathesis. Exceptional control of alkene geometry was achieved through stereoretention.

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