Synthesis of the C1-C12 fragment of fostriecin

Org Lett. 2001 Jul 12;3(14):2233-5. doi: 10.1021/ol016116x.

Abstract

[reaction: see text] The synthesis of the C(1)-C(12) fragment of fostriecin was achieved from (S)-glycidol in 15 steps by using an enantioselective allytitanation reaction and a ring-closure metathesis as the key steps.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis*
  • Alkenes / chemistry
  • Antibiotics, Antineoplastic / chemical synthesis*
  • Antibiotics, Antineoplastic / chemistry
  • Cyclization
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Epoxy Compounds / chemical synthesis*
  • Epoxy Compounds / chemistry
  • Molecular Structure
  • Polyenes
  • Propanols / chemical synthesis*
  • Propanols / chemistry
  • Pyrones
  • Stereoisomerism
  • Structure-Activity Relationship
  • Topoisomerase II Inhibitors

Substances

  • Alkenes
  • Antibiotics, Antineoplastic
  • Enzyme Inhibitors
  • Epoxy Compounds
  • Polyenes
  • Propanols
  • Pyrones
  • Topoisomerase II Inhibitors
  • glycidol
  • fostriecin