Controlled beta-hydride elimination during tetrahydropyran formation with Pd(II); diastereoselective formation of the tetrahydropyran ring of tetronomycin

M. F. Semmelhack, Chung Ryeol Kim, Walter Dobler, Michael Meier

Research output: Contribution to journalArticle

63 Scopus citations

Abstract

The use of DMSO solvent allows control of beta-hydride elimination following alkoxy-palladation of alkenes, producing a side chain trans alkene unit on 2,6-disubstituted tetrahydropyrans. The method is applied towards the synthesis of tetronomycin.

Original languageEnglish (US)
Pages (from-to)4925-4928
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number37
DOIs
StatePublished - 1989

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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