Diastereoselective [2,3] Wittig rearrangement of carbohydrate-derived tertiary allylic ethers. 2. Synthesis of an advanced rapamycin intermediate from D-glucose.

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Abstract

The advanced rapamycin intermediate 26 has been prepared by an iterative sigmatropic sequence incorporating the diastereoselective [2,3] Wittig rearrangement of a D-glucofuranose-derived tertiary allylic ether.

Original languageEnglish (US)
Pages (from-to)753-756
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number5
DOIs
StatePublished - Jan 29 1993

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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