Recent progress in the chemistry of the monoterpenoid indole alkaloids

A Review on Recent Developments in Syntheses of the Post-Secodine Indole Alkaloids. Part I: The Primary Alkaloid Types

“…This product should be enantiopure or nearly so, and thus the only reported 12 specific rotation, [α] D +90, is almost with certainty erroneous. This assumption is confirmed by another synthesis 13 2 , Ph 3 P, THF, 0°C → rt, then NaOMe, MeOH, rt (96%). d) MeC(OEt) 3 , t-BuCOOH (cat), 148°C (83%).…”

A Highly Strained Planar‐Chiral Platinacycle for Catalytic Activation of Internal Olefins in the Friedel–Crafts Alkylation of Indoles

“…[9] Widenhoefer et al developed a conceptually different approach, [10] in which a cationic platinum(II)-bisphosphine complex activated a terminal olefin for the nucleophilic outer-sphere attack by an indole moiety to provide biologically interesting, partially saturated carbazole derivatives. [11] Previously, internally disubstituted alkenes failed to undergo platinum-catalyzed enantioselective hydroarylations of indoles, [12] therefore, these challenging substrates were investigated herein.…”

Electrophilic carbonyl activation: competing condensative cyclizations of tryptamine derivatives

“…1 As one of the largest classes of natural products, they are prevalent in Nature and are synthesized by both marine and terrestrial organisms. 2 Many simple indole-containing natural products and synthetic analogs are actively prescribed pharmaceutical agents, exemplified by the serotonin receptor agonist sumatriptan for the treatment of migraine.…”