Litcius/Paper detail

Asymmetric Catalytic Reactions of Donor–Acceptor Cyclopropanes

Yong Xia, Xiaohua Liu, Xiaoming Feng

2020Angewandte Chemie International Edition228 citationsDOI

Abstract

Due to the synergistic "push-pull" effect of vicinal electron-donating and electron-withdrawing groups, donor-acceptor (D-A) cyclopropanes have been recognized as one of the most powerful building blocks to generate polyfunctional reactive intermediates after a strain-driven ring cleavage. Enantioselective reactions of D-A cyclopropanes provide an efficient approach to enantioenriched acyclic and cyclic compounds. A number of chiral Lewis/Brønsted acids, transition metals, and organocatalysts have been designed for such transformations, including ring-openings, annulations, and rearrangements. This minireview highlights the developments and new advances in this field and describes new synthetic opportunities offered by these interesting methodologies.

Topics & Concepts

Enantioselective synthesisChemistryRing (chemistry)CatalysisRing strainVicinalAcceptorCombinatorial chemistryLewis acids and basesCleavage (geology)StereochemistryOrganic chemistryMaterials sciencePhysicsFracture (geology)Composite materialCondensed matter physicsCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsAsymmetric Synthesis and Catalysis