Issue 44, 2012
From the journal:

Chemical Communications

Asymmetric H–D exchange reactions of fluorinated aromatic ketones†

Yujun Zhao,a   Xiaozhi Lim,b   Yuanhang Pan,a   Lili Zong,a   Wei Feng,a   Choon-Hong Tan*a  and  Kuo-Wei Huang*b  

* Corresponding authors

a Department of Chemistry, National University of Singapore, 3 Science Drive 3, Republic of Singapore, 117543
E-mail: chmtanch@nus.edu.sg

b Division of Chemical and Life Sciences & Engineering and KAUST Catalysis Center, King Abdullah University of Science and Technology, Thuwal 23955-6900, Saudi Arabia
E-mail: hkw@kaust.edu.sa

Abstract

Chiral bicyclic guanidine catalyzes the asymmetric H–D exchange reactions. Up to 30% ee was achieved. DFT calculations were employed to elucidate and explain the origin of the reaction's stereoselectivity.

Graphical abstract: Asymmetric H–D exchange reactions of fluorinated aromatic ketones

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Article information

DOI
https://doi.org/10.1039/C2CC31443F
Article type
Communication
Submitted
27 Feb 2012
Accepted
30 Mar 2012
First published
30 Mar 2012

Chem. Commun., 2012,48, 5479-5481

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Asymmetric H–D exchange reactions of fluorinated aromatic ketones

Y. Zhao, X. Lim, Y. Pan, L. Zong, W. Feng, C. Tan and K. Huang, Chem. Commun., 2012, 48, 5479 DOI: 10.1039/C2CC31443F

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