Synthesis of the C1-C21 (C1′-C21′) fragment of the dimeric polyketide natural product SCH 351448

Ashoke Bhattacharjee, Omid Soltani, Jef K. De Brabander

Research output: Contribution to journalArticlepeer-review

51 Scopus citations

Abstract

(formuld presented) A convergent, stereoselective assembly of the C1-C21 (C1′-C21′) fragment of SCH 351448, a 28-membered bis-lactone natural product, has been developed. A highly efficient approach to this fragment assembles 75% of the carbon skeleton and all the stereochemical elements present in the natural product. In addition, an interesting boron ligand effect on the diastereoselectivity of a key aldol reaction with methyl ketone-derived enolborinates is reported.

Original languageEnglish (US)
Pages (from-to)481-484
Number of pages4
JournalOrganic Letters
Volume4
Issue number4
DOIs
StatePublished - Feb 21 2002

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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