Cyclic conjugated enediynes via elimination of a thionocarbonate in a latent Z-hex-3-ene-1,5-diyne unit

M. F. Semmelhack, James Gallagher

Research output: Contribution to journalArticle

41 Scopus citations

Abstract

The common sugar dulcitol is transformed into a hex-1,5-diyne with 3,4-dihydroxyls modified as an acetonide; this serves as a building block for the cyclic ene-diynes and allows mild and efficient introduction of the key ene unit at a late stage in ene-diyne synthesis using the reactive Corey-Winter reagent.

Original languageEnglish (US)
Pages (from-to)4121-4124
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number26
DOIs
StatePublished - Jun 25 1993

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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