Achmatowicz rearrangement-inspired development of green chemistry, organic methodology, and total synthesis of natural products

L Liang, LD Guo, R Tong - Accounts of Chemical Research, 2022 - ACS Publications
Conspectus The six-membered heterocycles containing oxygen and nitrogen
(tetrahydropyrans, pyrans, piperidines) are among the most common heterocyclic structures …

Construction of bridged polycycles through dearomatization strategies

Z Zhang, H Han, L Wang, Z Bu, Y Xie… - Organic & Biomolecular …, 2021 - pubs.rsc.org
Bridged polycycles are privileged molecular skeletons with wide occurrence in bioactive
natural products and pharmaceuticals. Therefore, they have been the pursing target …

Gilman reagent toward the synthesis of natural products

R Munir, AF Zahoor, U Nazeer, MA Saeed, A Mansha… - RSC …, 2023 - pubs.rsc.org
With the ever-increasing scope of organocuprates, a well-established Gilman reagent has
been considered as an unprecedented synthetic tool in modern organic chemistry. The …

Achmatowicz reaction and its application in the syntheses of bioactive molecules

AK Ghosh, M Brindisi - RSC advances, 2016 - pubs.rsc.org
Substituted pyranones and tetrahydropyrans are structural subunits of many bioactive
natural products. Considerable effort is devoted toward the chemical synthesis of these …

Furan oxidation reactions in the total synthesis of natural products

AS Makarov, MG Uchuskin, IV Trushkov - Synthesis, 2018 - thieme-connect.com
Recent developments on the transformations of furans under oxidative conditions toward the
total synthesis of complex natural compounds are discussed. Reactions and methods are …

Catalytic Environmentally friendly protocol for achmatowicz rearrangement

Z Li, R Tong - The Journal of Organic Chemistry, 2016 - ACS Publications
The increasing interest in Achmatowicz rearrangement in organic synthesis calls for a more
environmentally friendly protocol since the most popular oxidants m-CPBA and NBS …

Manganese-Catalyzed Achmatowicz Rearrangement Using Green Oxidant H2O2

Q Xing, Z Hao, J Hou, G Li, Z Gao, J Gou… - The Journal of Organic …, 2021 - ACS Publications
Oxidation reactions have been extensively studied in the context of the transformations of
biomass-derived furans. However, in contrast to the vast literature on utilizing the …

Total synthesis of (−)‐alstofolinine A through a furan oxidation/rearrangement and indole nucleophilic cyclization cascade

L Zhang, Y Zhang, W Li, X Qi - Angewandte Chemie, 2019 - Wiley Online Library
A reaction cascade of aza‐Achmatowicz rearrangement followed by indole nucleophilic
cyclization was developed to generate the common indole‐fused azabicyclo [3.3. 1] nonane …

Asymmetric Total Synthesis of Indole Diterpenes Paspalicine, Paspalinine, and Paspalinine‐13‐ene

LD Guo, Z Xu, R Tong - Angewandte Chemie International …, 2022 - Wiley Online Library
Paspaline‐derived indole diterpenes (IDTs) are structurally complex mycotoxins with unique
tremorgenic activity. Reported are asymmetric total syntheses of three paspaline‐derived …

A solvent-free catalytic protocol for the Achmatowicz rearrangement

G Zhao, R Tong - Green Chemistry, 2019 - pubs.rsc.org
Reported here is the development of an environmentally friendly catalytic (KBr/oxone) and
solvent-free protocol for the Achmatowicz rearrangement (AchR). Different from all previous …