期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 3, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202112993
关键词
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资金
- Shenzhen Nobel Prize Scientists Laboratory Project
- Guangdong Provincial Key Laboratory of Catalysis [2020B121201002]
- Natural Science Foundation of Guagndong Province [2021A1515010329]
- Center for Computational Science and Engineering at Southern University of Science and Technology
- Shenzhen YOUWEI Tech Group
The mechanistic uniqueness and versatility of borrowing hydrogen catalysis provides an opportunity to investigate the controllability of a cascade reaction, and more importantly, to realize either one or both of chiral recognition and chiral induction simultaneously. In this study, using a robust Ru-catalyst, both kinetic resolution and asymmetric induction were achieved with remarkable levels of efficiency and enantioselectivity, showing the importance of catalyst-substrate pi-pi interactions in realizing stereochemical diversity.
The mechanistic uniqueness and versatility of borrowing hydrogen catalysis provides an opportunity to investigate the controllability of a cascade reaction, and more importantly, to realize either one or both of chiral recognition and chiral induction simultaneously. Here we report that, in a borrowing hydrogen cascade starting from racemic allylic alcohols, one of the enantiomers could be kinetically resolved, while the other enantiomer could be purposely converted to various targeted products, including alpha,beta-unsaturated ketones, beta-functionalized ketones and gamma-functionalized alcohols. By employing a robust Ru-catalyst, both kinetic resolution and asymmetric induction were achieved with remarkable levels of efficiency and enantioselectivity. Density functional theory (DFT) calculations suggest that corresponding catalyst-substrate pi-pi interactions are pivotal to realize the observed stereochemical diversity.
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