Copper-catalyzed enantioselective alkene carboetherification for the synthesis of saturated six-membered cyclic ethers | Zendy

Ilyas A. Berhane | Zendy; Ameya S. Burde | Zendy; Jonathan J. Kennedy-Ellis | Zendy; Eva Zurek | Zendy; Sherry R. Chemler | Zendy

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Copper-catalyzed enantioselective alkene carboetherification for the synthesis of saturated six-membered cyclic ethers

Author(s) -

Ilyas A. Berhane,

Ameya S. Burde,

Jonathan J. Kennedy-Ellis,

Eva Zurek,

Sherry R. Chemler

Publication year - 2021

Publication title -

chemical communications

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.837

H-Index - 333

eISSN - 1364-548X

pISSN - 1359-7345

DOI - 10.1039/d1cc03515k

Subject(s) - enantioselective synthesis , alkene , catalysis , ligand (biochemistry) , chemistry , copper , solvent , formal synthesis , organic chemistry , combinatorial chemistry , medicinal chemistry , receptor , biochemistry

The enantioselective copper-catalyzed oxidative coupling of alkenols with styrenes for the construction of dihydropyrans, isochromans, pyrans and morpholines is reported. A concise formal synthesis of a σ 1 receptor ligand using this alkene carboetherification methodology was demonstrated. Ligand, solvent and base all impact reaction efficiency. DFT transition state calculations are presented.

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