Deconstructive synthesis of bridged and fused rings via transition-metal-catalyzed “cut-and-sew” reactions of benzocyclobutenones and cyclobutanones

Y Xue, G Dong - Accounts of Chemical Research, 2022 - ACS Publications
Conspectus Bridged and fused rings are commonly found in biologically important
molecules. Current tactics to construct these ring systems are primarily based on stepwise …

Divergent Rh Catalysis: Asymmetric Dearomatization Versus C–H Activation Initiated by C–C Activation

X Li, L Hu, S Ma, H Yu, G Lu, T Xu - ACS Catalysis, 2023 - ACS Publications
The divergent catalytic reactions based on C–C activation of benzocyclobutenones have
been discovered, consisting of a highly enantioselective dearomatic “Cut & Sew” …

[HTML][HTML] Recent advances in the total synthesis of galantamine, a natural medicine for Alzheimer's disease

B Cheng, Q Wang, Y An, F Chen - Natural Product Reports, 2024 - pubs.rsc.org
Covering: 2006 to 2023 (−)-Galantamine is a natural product with distinctive structural
features and potent inhibitory activity against acetylcholine esterase (AChE). It is clinically …

Enantioselective Total Syntheses of (−)-Caulamidine D and (−)-Isocaulamidine D and Their Absolute Configuration Reassignment

H Yu, J Zhang, D Ma, X Li, T Xu - Journal of the American …, 2023 - ACS Publications
The first enantioselective total syntheses of (−)-caulamidine D (5) and (−)-isocaulamidine D
(6) were accomplished. Their absolute configurations were unambiguously elucidated …

Deconstructive Asymmetric Total Synthesis of Morphine‐Family Alkaloid (−)‐Thebainone A

SH Hou, AY Prichina, G Dong - … Chemie International Edition, 2021 - Wiley Online Library
Herein, we describe the development of a deconstructive strategy for the first asymmetric
synthesis of (−)‐thebainone A, capitalizing on an enantioselective C− C bond activation and …

Total Synthesis of Penicibilaenes via C–C Activation-Enabled Skeleton Deconstruction and Desaturation Relay-Mediated C–H Functionalization

Y Xue, G Dong - Journal of the American Chemical Society, 2021 - ACS Publications
Herein, we describe the first total synthesis of sesquiterpene penicibilaenes A and B through
a “C–C/C–H” approach. In the “C–C” stage, the Rh-catalyzed “cut-and-sew” transformation …

Chemo- and Diastereoselective Acylfluorination of Nonactivated Olefins to Access Benzo[b]azepines

X Liu, Y Wang, T Xu - Organic Letters, 2023 - ACS Publications
Here, we describe a transition-metal-free condition that realized the intramolecular
acylfluorination of unactivated olefins. It was designed to access seven-membered-ring …

Rh-Catalyzed Cascade C–C/Colefin–H Activations and Mechanistic Insight

Y Wang, B Qiu, L Hu, G Lu, T Xu - ACS Catalysis, 2021 - ACS Publications
A reverse concerted metalation–deprotonation (CMD) process has been proposed as a key
step to rationalize our newly discovered Rh-catalyzed C–C/Colefin–H cascade reaction to …

Chiral Brønsted Acid-Catalyzed Intramolecular Asymmetric Dearomatization Reaction of Indoles with Cyclobutanones via Cascade Friedel–Crafts/Semipinacol …

X Yu, C Zheng, SL You - Journal of the American Chemical …, 2024 - ACS Publications
The highly efficient synthesis of chiral indolines fused with an azabicyclo [2.2. 1] heptanone
moiety is achieved by an asymmetric dearomatization reaction of indoles with …

Transition-metal-mediated chemo-and stereoselective total synthesis of (−)-galanthamine

IR Miller, NJ McLean, GAI Moustafa… - The Journal of …, 2022 - ACS Publications
An asymmetric synthetic route to (−)-galanthamine (1), a pharmacologically active
Amaryllidaceae alkaloid used for the symptomatic treatment of early onset Alzheimer's …