Synthesis of spirastrellolide A fragments for structure elucidation

Research output: Contribution to journalArticle

42 Citations (Scopus)

Abstract

A stereocontrolled synthesis of two diastereomeric C1-C 22 fragments of spirastrellolide A consistent with reported spectroscopic data has been achieved to aid in a complete configurational assignment of this structurally novel and potent antimitotic natural product. A highly convergent coupling of two enantiomeric C1-C10 methyl ketone fragments with an enantiopure C11-C22 spiroketal aldehyde produced the C1-C22 fragments with a longest linear sequence of 13 steps from commercially available starting materials.

Original languageEnglish (US)
Pages (from-to)853-856
Number of pages4
JournalSynlett
Issue number6
DOIs
StatePublished - Apr 4 2006

Fingerprint

Antimitotic Agents
Biological Products
Ketones
Aldehydes
spirastrellolide A
spiroketal

Keywords

  • Asymmetric synthesis
  • Natural products
  • Spiro compounds
  • Structure elucidation
  • Total synthesis

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis of spirastrellolide A fragments for structure elucidation. / Pan, Yue; De Brabander, Jef K.

In: Synlett, No. 6, 04.04.2006, p. 853-856.

Research output: Contribution to journalArticle

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