Catalytic Asymmetric Synthesis of α-Arylpyrrolidines and Benzo-fused Nitrogen Heterocycles
Name
nihms-1014723.pdf
Description
Accepted version
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685.33 KB
Format
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Checksum (MD5)
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Author(s)
Dai, Xi-Jie
Engl, Oliver D.
Leon Serrano, Thierry
Buchwald, Stephen Leffler
Date Issued
March 2019
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
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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Creative Commons Attribution-Noncommercial-Share Alike
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DOI of Published Version
https://doi.org/10.1002/ANIE.201814331
