[2+ 2]-Cycloaddition-derived cyclobutane natural products: structural diversity, sources, bioactivities, and biomimetic syntheses

P Yang, Q Jia, S Song, X Huang - Natural Product Reports, 2023 - pubs.rsc.org
Covering: up to the end of 2021 [2+ 2]-Type cyclobutane natural products are
biosynthetically derived from intermolecular [2+ 2] cycloaddition or intramolecular [2+ 2] …

Recent advances in the total synthesis of cyclobutane-containing natural products

J Li, K Gao, M Bian, H Ding - Organic Chemistry Frontiers, 2020 - pubs.rsc.org
Complex natural products bearing strained cyclobutane subunits, including terpenoids,
alkaloids and steroids, not only display fascinating architectures, but also show potent …

Small rings in the bigger picture: ring expansion of three-and four-membered rings to access larger all-carbon cyclic systems

B Biletskyi, P Colonna, K Masson, JL Parrain… - Chemical Society …, 2021 - pubs.rsc.org
The release of the inherent ring strain of cyclobutane and cyclopropane derivatives allows a
rapid build-up of molecular complexity. This review highlights the state-of-the-art of the ring …

Stereoselective synthesis of cyclobutanes by contraction of pyrrolidines

C Hui, L Brieger, C Strohmann… - Journal of the American …, 2021 - ACS Publications
Here we report a contractive synthesis of multisubstituted cyclobutanes containing multiple
stereocenters from readily accessible pyrrolidines using iodonitrene chemistry. Mediated by …

Marine pyrrole alkaloids

K Seipp, L Geske, T Opatz - Marine Drugs, 2021 - mdpi.com
Nitrogen heterocycles are essential parts of the chemical machinery of life and often reveal
intriguing structures. They are not only widespread in terrestrial habitats but can also …

Enantioselective [2+ 2] Cycloaddition of Allenyl Imide with Mono‐or Disubstituted Alkenes

W **ao, L Ning, S **n, S Dong, X Liu… - Angewandte …, 2022 - Wiley Online Library
Abstract An efficient catalytic asymmetric [2+ 2] cycloaddition of allenyl imide and mono‐or
disubstituted alkenes is disclosed. The key feature of this method is the use of bidentate …

Divergent Synthesis of 1, 2, 3, 4‐Tetrasubstituted Cyclobutenes from a Common Scaffold: Enantioselective Desymmetrization by Dual‐Catalyzed Photoredox Cross …

DJ Konowalchuk, DG Hall - Angewandte Chemie International …, 2023 - Wiley Online Library
Four‐membered carbocycles are important structural motifs found in several natural
products and drugs. Amongst those, cyclobutenes are attractive intermediates because the …

Asymmetric Transfer Hydrogenation of Cyclobutenediones

S Lan, H Huang, W Liu, C Xu, X Lei… - Journal of the …, 2024 - ACS Publications
Four-membered carbocycles are fundamental substructures in bioactive molecules and
approved drugs and serve as irreplaceable building blocks in organic synthesis. However …

Unsymmetrical relay C–H alkenylation and [2+ 2] cycloaddition of N-arylsydnones with allenyl acetates leading to quinoline-fused cyclobutanes

X Song, K Wang, X Zhang, X Fan - Organic Chemistry Frontiers, 2023 - pubs.rsc.org
In spite of the prevalence of fused cyclobutane skeletons in natural products and
pharmaceuticals, synthetic strategies for their assembly from simple starting materials still …

Dancing on Ropes‐Enantioselective Functionalization of Preformed Four‐Membered Carbocycles

J Chen, Q Zhou, H Fang, P Lu - Chinese Journal of Chemistry, 2022 - Wiley Online Library
Comprehensive Summary Cyclobutane derivatives have been recognized as useful
structural motifs in organic synthesis and drug design. With the revival of photochemistry, the …