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- W4387662160 abstract "Catalytic asymmetric transformations via dearomatization have developed into a widely applicable synthetic strategy, but heavily relied on the use of arenes bearing a heteroatom as the substrates. In this case, the challenging dearomatization is facilitated by the involvement of p-orbital electron of the heteroatom. Different from the conventional substrate-dependent model, here we demonstrate that the activation by d-orbital electron of the transition metal center can perform as an intriguing type of driving force for dearomatization, which is applied to the development of a novel model for seldomly studied asymmetric alkynyl copper facilitated remote substitution reaction. A newly modified PyBox chiral ligand enables the construction of valuable diarylmethyl and triarylmethyl skeletons in high enantioselectivities. An unexpected tandem process involving sequential remote substitution/cyclization/1,5-H shift leads to the formation of the enantioenriched C-N axis. Gram-scale test and various downstream transformations highlight the robustness of this method and the potential chemical transformation space of the products. Preliminary mechanistic studies reveal a mononuclear Cu-catalyzed remote substitution process." @default.
- W4387662160 created "2023-10-17" @default.
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- W4387662160 date "2023-10-16" @default.
- W4387662160 modified "2023-10-17" @default.
- W4387662160 title "Asymmetric Substitution by Alkynyl Copper Driven Dearomatization and Rearomatization" @default.
- W4387662160 doi "https://doi.org/10.1002/anie.202314517" @default.
- W4387662160 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/37843815" @default.
- W4387662160 hasPublicationYear "2023" @default.
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