The total synthesis of seven members of the lapidilectine and grandilodine family of alkaloids has been accomplished in enantiopure form. The two key steps, an 8-endo-dig hydroarylation and a 6-exo-trig photoredox cyclization, were catalyzed with gold. A rationale for the formation of the cyclopropane ring of the lundurines is also provided.
Unified Total Synthesis of Pyrroloazocine Indole Alkaloids Sheds Light on Their Biosynthetic Relationship
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J. Am. Chem. Soc. 2018, 140 (16), 5393-5400, DOI: 10.1021/jacs.7b13484.