Oxidative coupling strategies for the synthesis of indole alkaloids

K Nagaraju, D Ma - Chemical Society Reviews, 2018 - pubs.rsc.org
Direct bond formation between two C–H bonds is most challenging but imperative for
efficient organic synthesis. Recently, significant progress has been made in direct …

Radical reactions in alkaloid synthesis: a perspective from carbon radical precursors

J Bonjoch, F Diaba - European Journal of Organic Chemistry, 2020 - Wiley Online Library
The usefulness of radical reactions in alkaloid synthesis is reviewed from the perspective of
the functional groups embedded in the molecular structure of synthetic intermediates, that …

Synthesis of 3, 3-spirocyclic 2-phosphonoindolines via a dearomative addition of phosphonyl radicals to indoles

D Ryzhakov, M Jarret, JP Baltaze, R Guillot… - Organic …, 2019 - ACS Publications
The diastereoselective synthesis of α-amino phosphonate derivatives embedded in
spirocyclic indolines is reported. The present method proceeds via the dearomative addition …

Ir‐Catalyzed Enantioconvergent Synthesis of Diversely Protected Allenylic Amines Employing Ammonia Surrogates

F Glatz, DA Petrone, EM Carreira - … Chemie International Edition, 2020 - Wiley Online Library
The first iridium catalyzed, enantioconvergent amination of allenylic carbonates is reported.
This process utilizes various commercially available carbamates and sulfonamides to …

Thiourea‐Catalyzed Asymmetric Michael Addition of Carbazolones to 2‐Chloroacrylonitrile: Total Synthesis of 5, 22‐Dioxokopsane, Kopsinidine C, and …

D Ni, Y Wei, D Ma - Angewandte Chemie, 2018 - Wiley Online Library
A modified Takemoto catalyst enabled the asymmetric Michael addition of carbazolones to 2‐
chloroacrylonitrile to afford 3, 3‐disubstituted carbazolones with excellent enantioselectivity …

Enantioselective total synthesis of cymoside through a bioinspired oxidative cyclization of a strictosidine derivative

Y Dou, C Kouklovsky, V Gandon… - Angewandte …, 2020 - Wiley Online Library
The first total synthesis of the caged monoterpene indole alkaloid cymoside is reported. This
natural product displays a unique hexacyclic‐fused skeleton whose biosynthesis implies an …

Cu (I)-Catalyzed asymmetric α-allenylation of activated ketimines with 3-butynoates

GY Ran, C Chen, XX Yang, Z Zhao, W Du… - Organic …, 2020 - ACS Publications
An asymmetric α-regioselective allenylation reaction of activated ketimines with 3-
butynoates is disclosed under Cu (I) catalysis, probably via the generation of nucleophilic γ …

Total synthesis of kopsinitarine E

K Nagaraju, D Ni, D Ma - Angewandte Chemie, 2020 - Wiley Online Library
Kopsinitarines A–E are complex octacyclic caged Kopsia alkaloids with strained cage
skeletons and a unique cyclic hemiaminal bridge that makes total synthesis challenging …

Catalytic Chemodivergent Annulations of o‐Aminotrifluoroacetophenone and Allenyl Imide through β'‐C−H Functionalization or β/γ‐Bisfunctionalization

YH Wang, S Jyoti Kalita, WL Li… - Advanced Synthesis …, 2022 - Wiley Online Library
Lewis base and Brønsted base controlled chemodivergent annulations of α‐methyl
substituted allenyl imide and o‐aminotrifluoroacetophenones are realized to afford highly …

Rearrangement of Methylenebis (cyclohexane-1, 3-dione) Enols Induced by Mn (III)-Catalyzed Aerobic Oxidation

Y Murakami, K Hisano, H Nishino - The Journal of Organic …, 2022 - ACS Publications
The Mn (III)-catalyzed aerobic oxidation of methylenebis (cyclohexane-1, 3-dione) enols 1
resulted in 6a-hydroxy-2, 3, 4, 6a, 7, 8, 9, 10a-octahydro-1 H-benzo [c] chromene-1, 6, 10 …