Methods utilizing first-row transition metals in natural product total synthesis

JE Zweig, DE Kim, TR Newhouse - Chemical Reviews, 2017 - ACS Publications
First-row transition-metal-mediated reactions constitute an important and growing area of
research due to the low cost, low toxicity, and exceptional synthetic versatility of these …

Biosynthesis of pyrroloindoline-containing natural products

C Sun, W Tian, Z Lin, X Qu - Natural Product Reports, 2022 - pubs.rsc.org
Covering: up to 2022 Pyrroloindoline is a privileged tricyclic indoline motif widely present in
many biologically active and medicinally valuable natural products. Thus, understanding the …

Copper-catalyzed selective electron transfer enables switchable divergent synthesis of 3-functionalized oxindoles

SY Jiang, J Shi, W Wang, YZ Sun, W Wu, JR Song… - ACS …, 2023 - ACS Publications
Oxidative rearrangement of 3-substituted indoles is a fundamental organic transformation for
the synthesis of 2-oxindole scaffolds. However, this time-consuming and complex task …

Enantioselective radical cyclization of tryptamines by visible light-excited nitroxides

K Liang, X Tong, T Li, B Shi, H Wang… - The Journal of Organic …, 2018 - ACS Publications
Nitroxides can absorb both ultraviolet (UV) and visible light, and their electron can be
excited from the π-bonding orbital to the antibonding π* orbital or the n-bonding orbital to the …

Strategies for total synthesis of bispyrrolidinoindoline alkaloids

Z Ma, A Zhou, C Xia - Natural Product Reports, 2022 - pubs.rsc.org
Covering up to 2021 Complex cyclotryptamine alkaloids with a bispyrrolidino [2, 3-b]
indoline (BPI) skeleton are an intriguing family of natural products, exhibiting wide …

Copper‐Catalyzed Oxygenative Skeletal Rearrangement of Tetrahydro‐β‐carbolines Using H2O and O2 as Oxygen Sources

YS Peng, W Wang, J Shi, W Wu… - Angewandte Chemie …, 2023 - Wiley Online Library
Herein, we report an unprecedented skeletal rearrangement reaction of tetrahydro‐β‐
carbolines enabled by copper‐catalyzed single‐electron oxidative oxygenation, in which …

Copper-Catalyzed Aerobic Selective Oxidation of Tetrahydrocarbolines

J Shi, RA Wang, W Wu, JR Song, Q Chi, WD Pan… - Organic …, 2022 - ACS Publications
We report a safe and convenient open-flask copper-catalyzed selective oxidation/
functionalization methodology for tetrahydrocarbolines and tetrahydro-β-carbolines that …

Copper/Iodine Co-catalyzed Oxygenative Transannulation of Tryptamines Enables Direct Synthesis of Donaxaridine and Its Derivatives

YZ Sun, YA Wu, J Shi, W Wu, JR Song, H Ren - Organic Letters, 2024 - ACS Publications
We report a general copper/iodine co-catalyzed oxygenative transannulation strategy using
readily available tryptamines. Molecular oxygen and water are used as oxygen sources and …

Iron‐catalyzed biomimetic dimerization of tryptophan‐containing peptides

H Ueda, S Sato, K Noda, H Hakamata… - Angewandte …, 2023 - Wiley Online Library
Biomimetic oxidative dimerization of tryptophan derivatives in aqueous media with oxygen
as a bulk oxidant catalyzed by an iron octacarboxy phthalocyanine complex was …

Concise Total Synthesis of (+)-Asperazine, (+)-Pestalazine A, and (+)-iso-Pestalazine A. Structure Revision of (+)-Pestalazine A

RP Loach, OS Fenton… - Journal of the American …, 2016 - ACS Publications
The concise, enantioselective total syntheses of (+)-asperazine (1),(+)-iso-pestalazine A (2),
and (+)-pestalazine A (3) have been achieved by the development of a late-stage C3–C8 …