Litcius/Paper detail

Synthesis of Cyclobutanes and Cyclobutenes by Strain-Release-Driven Ring-Opening of Bicyclo[1.1.0]butanes

Xuan Zhan, Heng-Xian He, Quanxin Peng, Jian‐Jun Feng

2024Synthesis48 citationsDOI

Abstract

Abstract Cyclobutanes and cyclobutenes exhibit intriguing structures and demonstrate significant biological activities and diverse synthetic applications. This review aims to summarize recent progress in strain-release-driven ring-opening reactions of bicyclo[1.1.0]butanes (BCBs) to synthesize these four-membered carbon rings. It outlines the strategies, regio- and stereoselectivity, the synthetic scope of reactions, and the mechanistic implications of the catalytic ring-opening process, providing a supplementary perspective to existing reviews. 1 Introduction 2 Thermally Driven Nucleophilic Ring-Opening 3 Thermally Driven Rearrangement and Isomerization Reaction 4 Light-Driven Ring-Opening 5 Transition-Metal/Lewis Acid Catalyzed Ring-Opening 6 Conclusion and Outlook

Topics & Concepts

CyclobutanesChemistryBicyclic moleculeRing (chemistry)Ring strainScope (computer science)StereoselectivityCyclobutaneStereochemistryCatalysisCombinatorial chemistryOrganic chemistryProgramming languageComputer scienceSynthetic Organic Chemistry MethodsCyclopropane Reaction MechanismsCatalytic Alkyne Reactions