Cu-Catalyzed Asymmetric Aminoboration of E-Vinylarenes with pivZPhos as the Ligand | Zendy

Linglin Wu | Zendy; Olga V. Zatolochnaya | Zendy; Bo Qu | Zendy; Ling Wu | Zendy; Lucille A. Wells | Zendy; Marisa C. Kozlowski | Zendy; Chris H. Senanayake | Zendy; Jinhua J. Song | Zendy; Yongda Zhang | Zendy

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Cu-Catalyzed Asymmetric Aminoboration of E-Vinylarenes with ^pivZPhos as the Ligand

Author(s) -

Linglin Wu,

Olga V. Zatolochnaya,

Bo Qu,

Ling Wu,

Lucille A. Wells,

Marisa C. Kozlowski,

Chris H. Senanayake,

Jinhua J. Song,

Yongda Zhang

Publication year - 2019

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.9b03328

Subject(s) - chemistry , enantioselective synthesis , ligand (biochemistry) , catalysis , adduct , chiral ligand , combinatorial chemistry , stereochemistry , medicinal chemistry , computational chemistry , organic chemistry , receptor , biochemistry

A Cu-catalyzed enantioselective aminoboration of E -vinylarenes with piv ZPhos as a ligand is reported. Enantioenriched aminoborates are prepared with excellent regio- and enantioselectivities up to >99:1 er under the optimized conditions. The utility of the current method was further established by rapid conversion of an adduct to a chiral benzo[ f ][1,4]oxazepine. A model for the stereochemistry of the asymmetric aminoboration process, which agrees with the experimental outcomes, was generated by computational analysis of the systems.

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