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Catalytic Asymmetric Synthesis of α-Arylpyrrolidines and Benzo-fused Nitrogen Heterocycles

Author(s)
Dai, Xi-Jie; Engl, Oliver D.; Leon Serrano, Thierry; Buchwald, Stephen Leffler
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Abstract
Herein, we report a practical two-step synthetic route to α-arylpyrrolidines through Suzuki–Miyaura cross-coupling and enantioselective copper-catalyzed intramolecular hydroamination reactions. The excellent stereoselectivity and broad scope for the transformation of substrates with pharmaceutically relevant heteroarenes render this method a practical and versatile approach for pyrrolidine synthesis. Additionally, this intramolecular hydroamination strategy facilitates the asymmetric synthesis of tetrahydroisoquinolines and medium-ring dibenzo-fused nitrogen heterocycles.
Date issued
2019-03
URI
https://hdl.handle.net/1721.1/125305
Department
Massachusetts Institute of Technology. Department of Chemistry
Journal
Angewandte Chemie - International Edition
Publisher
Wiley
Citation
Dai, Xi-Jie et al. “Catalytic Asymmetric Synthesis of α-Arylpyrrolidines and Benzo-fused Nitrogen Heterocycles.” Angewandte Chemie - International Edition 58 (2019): 3407-3411 © 2019 The Author(s)
Version: Author's final manuscript
ISSN
1433-7851

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