Journal
ORGANIC LETTERS
Volume 16, Issue 1, Pages 3-5Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol4029918
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Funding
- National Science Foundation
- Department of Chemistry at the University of Missouri-Columbia
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Deprotonation of a simple borylated allylic sulfone and subsequent alkylation with certain unsaturated electrophiles provide substrates that are easily converted into functionalized alkenyl boronates with ring sizes from five- to seven-membered. A Chan-Lam reaction on one such substrate afforded an alkoxyallylic sulfone that was readily converted via a (4 + 3)-cycloaddition to a polycycle possessing the ABC ring substructure of ingenol.
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