Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 12, Pages 3030-3034Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202100288
Keywords
Dynamic kinetic resolution-asymmetric transfer hydrogenation; enatioselectivity; lactams; CH-O interaction; mechanism
Categories
Funding
- Key research and development program of Guangdong Province, China [2019B02021002]
- State Key Laboratory of Anti-Infective Drug Development (Sunshine Lake Pharma Co., Ltd) [2015DQ780357]
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A new dynamic kinetic resolution - asymmetric transfer hydrogenation method was developed for alpha-keto/enol-lactams, which can be applied to a wide range of substrates, including those difficult to prepare by other methods. The proposed catalytic mechanism involves a transition state stabilized by eta(6)-arene CH-O interaction.
A dynamic kinetic resolution - asymmetric transfer hydrogenation (DKR-ATH) methodology of alpha-keto/enol-lactams was developed. We also propose a possible catalytic mechanism evolving a transition state stabilized by eta(6)-arene CH-O interaction. The efficient approach can be applied to a wide range of substrates including non-aryl ones which would be difficult to prepare by other asymmetric reduction methods.
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