Increasing the efficiency of the transannular diels-alder strategy via palladium(II)-catalyzed macrocyclizations

Robert G. Iafe, Jonathan L. Kuo, Dustin G. Hochstatter, Tomomi Saga, Jonathan W. Turner, Craig A. Merlic

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Palladium(II)-catalyzed macrocyclizations of bis(vinylboronate ester) compounds are demonstrated to provide a strategically efficient approach to transannular Diels-Alder reaction substrates. In several systems reported, the macrocycle is preorganized such that cycloaddition at room temperature occurs concomitantly with cyclization. Numerous advantages over palladium(0)-catalyzed cross-coupling approaches are demonstrated.

Original languageEnglish (US)
Pages (from-to)582-585
Number of pages4
JournalOrganic Letters
Volume15
Issue number3
DOIs
StatePublished - Feb 1 2013

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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