Desymmetrization of 1-Symmetrical Donor–Acceptor (D–A) Cyclopropanes via Reactions with 1,3-Cyclodiones
Dongxin Zhang, Junchao Zhong, Lei Yin, Yan Chen, Jingjing Man, Qian‐Feng Zhang
Abstract
A new type of 1-unsymmetrical D-A cyclopropanes containing a cyclic enone motif was obtained by the desymmetrization of 1-symmetrical D-A cyclopropanes via first the Lewis acid-catalyzed O-nucleophilic ring-opening reaction with 1,3-cyclodiones followed by an organobase-promoted unexpected multistep intramolecular transformation.
Topics & Concepts
DesymmetrizationChemistryIntramolecular forceLewis acids and basesEnoneNucleophileStereochemistryRing (chemistry)CatalysisMedicinal chemistryEnantioselective synthesisOrganic chemistryCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsAsymmetric Synthesis and Catalysis