Total syntheses of arylindolizidine alkaloids (+)-ipalbidine and (+)-antofine

Micah J. Niphakis, Gunda I. Georg

Research output: Contribution to journalArticlepeer-review

57 Scopus citations

Abstract

This paper presents the first application of two recently developed reactions to natural product synthesis. The first method involves a 6-endo-trig cyclization to prepare a versatile chiral enaminone building block. The second is a direct C-H arylation reaction. As a showcase for the utility of these methods, (+)-antofine and (+)-ipalbidine were synthesized in only 8 steps and 24-26% overall yields.

Original languageEnglish (US)
Pages (from-to)6019-6022
Number of pages4
JournalJournal of Organic Chemistry
Volume75
Issue number17
DOIs
StatePublished - Sep 3 2010

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