Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 16, Pages 5393-5400Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b13484
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Funding
- Agencia Estatal de Investigation [CTQ2016-75960-P]
- AEI-Severo Ochoa Excellence Accreditation [SEV-2013-0319]
- European Research Council [321066]
- AGAUR [SGR 818]
- CERCA Program/Generalitat de Catalunya
- COFUND postdoctoral fellowship
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The total synthesis of seven members of the lapidilectine and grandilodine family of alkaloids has been accomplished in racemic and enantiopure form without protection/deprotection of functional groups. The two key steps, an 8-endo-dig hydroarylation and a 6-exo-trig photoredox cyclization, were catalyzed using gold. A rationale for the formation of the cyclopropane ring of the lundurines is also provided.
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