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Readily Accessible and Highly Efficient Ferrocene-Based Amino-Phosphine-Alcohol (f-Amphol) Ligands for Iridium-Catalyzed Asymmetric Hydrogenation of Simple Ketones.

Authors :
Yu J
Duan M
Wu W
Qi X
Xue P
Lan Y
Dong XQ
Zhang X
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2017 Jan 18; Vol. 23 (4), pp. 970-975. Date of Electronic Publication: 2016 Dec 14.
Publication Year :
2017

Abstract

We have successfully developed a series of novel and modular ferrorence-based amino-phosphine-alcohol (f-Amphol) ligands, and applied them to iridium-catalyzed asymmetric hydrogenation of various simple ketones to afford the corresponding chiral alcohols with excellent enantioselectivities and conversions (98-99.9 % ee, >99 % conversion, turnover number up to 200 000). Control experiments and density functional theory (DFT) calculations have shown that the hydroxyl group of our f-Amphol ligands played a key role in this asymmetric hydrogenation.<br /> (© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3765
Volume :
23
Issue :
4
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
27862426
Full Text :
https://doi.org/10.1002/chem.201604855