Highly Enantioselective Rhodium(I)-Catalyzed Alder-ene-type Cycloisomerization of 1,7-Enynes
Jingwen Zeng, Wei Fang, Bijin Lin, Gen‐Qiang Chen, Xumu Zhang
Abstract
The transition-metal-catalyzed asymmetric cycloisomerization of 1,7-enynes is regarded as a formidable challenge due to the poor ability of 1,7-enynes to serve as bidentate ligands to metal. In this Letter, a highly enantioselective rhodium(I)-catalyzed Alder-ene-type cycloisomerization of 1,7-enynes is disclosed, offering an efficient method for the synthesis of a wide range of fused six-membered cyclic compounds. Furthermore, a high turnover frequency experiment and deuterium-labeling experiment were performed to give insight into this transformation.
Topics & Concepts
CycloisomerizationRhodiumChemistryEnantioselective synthesisCatalysisEne reactionDenticityStereochemistryCombinatorial chemistryOrganic chemistryMetalCatalytic Alkyne ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms