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Diversified Cycloisomerization/Diels–Alder Reactions of 1,6‐Enynes through Bimetallic Relay Asymmetric Catalysis
45
Citations
31
References
2019
Year
Diversified Cycloisomerization/diels–alder ReactionsChiral Lewis AcidEngineeringHeterocyclicTransition-metal-catalyzed Diversified CycloisomerizationAlkene MetathesisNatural SciencesCross-coupling ReactionDiversity-oriented SynthesisEnantioselective SynthesisOrganic ChemistryCatalysisChemistryAsymmetric CatalysisAsymmetric Diels-alder ReactionBiomolecular Engineering
We report the combination of transition-metal-catalyzed diversified cycloisomerization of 1,6-enynes with chiral Lewis acid promoted asymmetric Diels-Alder reaction to realize asymmetric cycloisomerization/Diels-Alder relay reactions of 1,6-enynes with electron-deficient alkenes. A broad spectrum of chiral [5,6]-bicyclic products could be acquired in high yields (up to 99 %) with excellent diastereoselectivy (>19:1 dr) and enantioselectivity (up to 99 % ee).
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