期刊
TETRAHEDRON LETTERS
卷 53, 期 20, 页码 2556-2559出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.03.036
关键词
Asymmetric catalysis; Fluorinated diphosphine ligands; Quinolines; Indoles
资金
- National Science Foundation of China [21125208, 21032003]
- National Basic Research Program [2010CB833300]
- Chinese Academy of Sciences
A new electronically deficient atropisomeric diphosphine ligand (S)-CF3O-BiPhep was synthesized from 1-bromo-3-(trifluoromethoxy)benzene in high yield. The key steps included oxidative coupling with anhydrous ferric chloride and optical resolution by (+)-DMTA. The ligand afforded high performance for Ir-catalyzed asymmetric hydrogenation of quinolines with ee up to 92% and TON up to 25,000. It was also successfully applied to the Pd-catalyzed asymmetric hydrogenation of simple indoles with ee up to 87% and Rh-catalyzed asymmetric 1,4-addition of phenylboronic acid to 2-cyclohexenone with 97% ee. (C) 2012 Elsevier Ltd. All rights reserved.
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