RADICAL-MEDIATED FIVE MEMBERED RING SYNTHESIS

  • Feldman, Ken S., (PI)

Project: Research project

Description

Many therapeutically important natural products and pharmaceutical agents
can be prepared from functionalized 1,2-dioxolane, cyclopentane, and
tetrahydrofuran derivatives. The development of novel methodology for the
efficient regio- and stereoselective syntheses of these ring systems is
described. This methodology utilizes a radical-mediated addition of a two
atom addend, such as molecular oxygen or a substituted alkene, across the
carbon-carbon bond of a vinyl cyclopropane or vinyl oxirane to form the
five-membered ring. Application of this chemistry to total syntheses of
the antitumor antibiotic showdomycin and a portion of the antibiotic
alborixin is planned.
StatusFinished
Effective start/end date1/1/873/31/11

Funding

  • National Institutes of Health: $223,175.00
  • National Institutes of Health
  • National Institutes of Health
  • National Institutes of Health: $223,214.00
  • National Institutes of Health: $223,137.00
  • National Institutes of Health: $169,911.00
  • National Institutes of Health: $205,736.00
  • National Institutes of Health: $236,929.00
  • National Institutes of Health: $223,251.00
  • National Institutes of Health: $150,652.00
  • National Institutes of Health: $157,838.00
  • National Institutes of Health
  • National Institutes of Health: $232,560.00
  • National Institutes of Health
  • National Institutes of Health
  • National Institutes of Health: $271,229.00
  • National Institutes of Health: $76,800.00
  • National Institutes of Health: $194,616.00
  • National Institutes of Health
  • National Institutes of Health
  • National Institutes of Health: $232,680.00

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Salts
Cyclization
Alkenes
Cyclopentanes
Biological Products
Carbon
Showdomycin
Anti-Bacterial Agents
Stereochemistry
Free Radicals
Molecular oxygen
Derivatives
Pharmaceutical Preparations
Antineoplastic Agents
Benzofurans
Prodigiosin
Bearings (structural)
Brefeldin A
Stereoselectivity
Indoles