Expeditious construction of the DEF ring system of thiersinine B

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Abstract

Figure presented. Construction of a DEF ring model of thiersinine B has been achieved from a Wieland-Miescher ketone derivative by a five-step sequence featuring a one-pot regioselective α-allylation of the starting α,β-unsaturated ketone via the Claisen rearrangement and a double dihydroxylation of a dienone intermediate.

Original languageEnglish
Pages (from-to)6286-6289
Number of pages4
JournalJournal of Organic Chemistry
Volume75
Issue number18
DOIs
Publication statusPublished - 2010 Sep 17

ASJC Scopus subject areas

  • Organic Chemistry

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