Toward the synthesis of peloruside a: fragment synthesis and coupling studies

Org Lett. 2003 Feb 20;5(4):599-602. doi: 10.1021/ol034035q.

Abstract

[reaction: see text] The asymmetric synthesis of building blocks 3, 4, and 5, corresponding to C(12)-C(19), C(7)-C(11), and C(1)-C(6) segments of peloruside A, is reported, along with boron-mediated aldol coupling studies directed toward the assembly of the complete carbon skeleton of this microtubule-stabilizing macrolide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry
  • Lactones / chemical synthesis*
  • Lactones / chemistry
  • Porifera / chemistry
  • Stereoisomerism
  • Tubulin Modulators

Substances

  • Antineoplastic Agents
  • Bridged Bicyclo Compounds, Heterocyclic
  • Lactones
  • Tubulin Modulators
  • peloruside A