Nickel-Catalyzed Enantioselective Synthesis of 2,3,4-Trisubstituted 3-Pyrrolines
- Authors
- Tambe, Shrikant D.; Ka, Cheol Hyeon; Hwang, Ho Seong; Bae, Jaehan; Iqbal, Naeem; Cho, Eun Jin
- Issue Date
- Jul-2022
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- Asymmetric Catalysis; Chiral Ligands; Cyclization; Nickel; Pyrroline
- Citation
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.61, no.29
- Journal Title
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Volume
- 61
- Number
- 29
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/58184
- DOI
- 10.1002/anie.202203494
- ISSN
- 1433-7851
1521-3773
- Abstract
- The development of synthetic methods to produce highly functionalized chiral 3-pyrrolines is of indisputable importance because of their prevalence in natural and synthetic bioactive molecules. Unfortunately, previous general cycloaddition approaches using allenoates, could not synthesize 3,4-disubstituted 3-pyrrolines. Herein, an original approach to yield 2,3,4-trisubstituted 3-pyrrolines with chirality at the 2-position is presented. A Ni-II/Fc-i-PrPHOX catalytic system facilitated a redox-neutral highly stereoselective process that exhibited an enantioselectivity of up to 99 %. Enantioenriched 3-pyrrolines can be converted to other valuable classes of N-heterocycles.
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Collections - College of Natural Sciences > Department of Chemistry > 1. Journal Articles
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