A versatile catalyst system for enantioselective synthesis of 2-substituted 1, 4-benzodioxanes

E Chong, B Qu, Y Zhang, ZP Cannone, JC Leung… - Chemical …, 2019 - pubs.rsc.org
We report the synthesis of enantiomerically enriched 1, 4-benzodioxanes containing alkyl,
aryl, heteroaryl, and/or carbonyl substituents at the 2-position. The starting 1, 4-
benzodioxines were readily synthesized via ring closing metathesis using an efficient nitro-
Grela catalyst at ppm levels. Excellent enantioselectivities of up to 99: 1 er were obtained by
using the versatile catalyst system [Ir (cod) Cl] 2/BIDIME-dimer in the asymmetric
hydrogenation of 2-substituted 1, 4-benzodioxines. Furthermore, DFT calculations reveal …

[PDF][PDF] A Versatile Catalyst System for Enantioselective Synthesis of 2-Substituted 1, 4-Benzodioxanes Using Ir-Catalyzed Hydrogenation

E Chong, B Qu, Y Zhang, ZP Cannone, JC Leung… - Science, 2016 - academia.edu
We report the synthesis of enantiomerically enriched 1, 4-benzodioxanes containing alkyl,
aryl, heteroaryl, and/or carbonyl substituents at the 2-position. The starting 1, 4-
benzodioxines were readily synthesized via ring closing metathesis using an efficient nitro-
Grela catalyst at ppm levels. Excellent enantioselectivities of up to 99: 1 er were obtained by
using the versatile catalyst system [Ir (cod) Cl] 2/BIDIME-dimer in the asymmetric
hydrogenation of 2-substituted 1, 4-benzodioxines. Furthermore, DFT calculations reveal …
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