Synthesis of enantiopure termini-differentiated heptane stereotriads. Application to side chain-functionalized tetrahydrofurans of IKD-8344

Org Lett. 2000 Jul 27;2(15):2181-4. doi: 10.1021/ol005791o.

Abstract

Enantiopure epoxy cycloheptenyl sulfones syn-7b and anti-7b are prepared in five high-yielding and stereospecific operations from 1, 3-cycloheptadiene. These substrates serve as effective precursors for cis- and trans-substituted tetrahydrofurans (12, 10) which are segments of the antineoplastic agent IKD-8344.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism
  • Cycloheptanes / metabolism
  • Furans / chemical synthesis*
  • Furans / chemistry
  • Furans / metabolism
  • Molecular Structure
  • Stereoisomerism

Substances

  • Antineoplastic Agents
  • Cycloheptanes
  • Furans
  • IKD 8344
  • tetrahydrofuran