Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 17, Pages 6019-6022Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo101051w
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Funding
- National Institutes of Health [CA90602, GM069663, GM 076302, GM081267]
- Kansas Masonic Cancer Research Institute
- University of Minnesota through the Vince and McKnight Endowed Chairs
- ACS Division of Medicinal Chemistry
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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.
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