Synthesis of 5-epi-desosamine via a stereoselective intramolecular N-sulfinyl diels-alder cycloaddition

Stacy W. Remiszewski, Robert R. Whittle, Steven M. Weinreb

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

S-epi-Desosamine (2) has been synthesized in six steps from diene alcohol 3 through a key intramolecular IV-sulfinyl dienophile Diels-Alder process which establishes the relative stereochemistry of the three chiral centers of the amino sugar.

Original languageEnglish (US)
Pages (from-to)3243-3244
Number of pages2
JournalJournal of Organic Chemistry
Volume49
Issue number17
DOIs
StatePublished - Jan 1 1984

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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