Journal
ORGANIC LETTERS
Volume 13, Issue 21, Pages 5800-5803Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol2023938
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Funding
- Australian Research Council
- Institute of Advanced Studies at the ANU
- Ecole Polytechnique (France)
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The racemic form of the title alkaloid, 1, has been prepared in 13 steps from the ring-fused gem-dibromocyclopropane 7. Key transformations include the thermally induced electrocyclic ring-opening of compound 7, the Pd[0]-catalyzed Intramolecular Alder-ene (IMAE) reaction of the derived sulfonamide (+/-)-12, and the conversion of the ensuing C-3a-arylhexahydroindole (+/-)-16 into (+/-)-hamayne via a Pictet-Spengler reaction.
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