Enantioselective Synthesis of N-Benzylic Heterocycles by Ni/Photoredox Dual Catalysis.

Enantioselective Synthesis of N-Benzylic Heterocycles by Ni/Photoredox Dual Catalysis.
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DOI:
10.1021/jacs.2c07917
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发表时间:
2022-11-09
影响因子:
15
通讯作者:
Reisman, Sarah E.
Reisman, Sarah E.
中科院分区:
化学1区
文献类型:
--
作者:
Lacker, Caitlin R.;DeLano, Travis J.;Chen, Emily P.;Kong, Jongrock;Belyk, Kevin M.;Piou, Tiffany;Reisman, Sarah E.

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An asymmetric cross-coupling of α-N-heterocyclic trifluoroborates with aryl bromides using Ni/photoredox dual catalysis has been developed. This C(sp2)–C(sp3) cross-coupling provides access to pharmaceutically relevant chiral N-benzylic heterocycles in good to excellent enantioselectivity when bi-oxazolines (BiOX) are used as the chiral ligand. High-throughput experimentation significantly streamlined reaction development by identifying BiOX ligands for further development and by allowing for rapid optimization of conditions for new trifluoroborate salts.
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