Please use this identifier to cite or link to this item: https://doi.org/10.1002/anie.200900964
Title: Synthesis of a chiral quaternary carbon center bearing a fluorine atom: Enantio- and diastereoselective guanidine-catalyzed addition of fluorocarbon nucleophiles
Authors: Jiang, Z. 
Pan, Y.
Zhao, Y. 
Ma, T.
Lee, R.
Yang, Y.
Huang, K.-W. 
Wong, M.W. 
Tan, C.-H. 
Keywords: Asymmetric catalysis
Fluorine
Guanidine
Michael addition
Transition states
Issue Date: 4-May-2009
Citation: Jiang, Z., Pan, Y., Zhao, Y., Ma, T., Lee, R., Yang, Y., Huang, K.-W., Wong, M.W., Tan, C.-H. (2009-05-04). Synthesis of a chiral quaternary carbon center bearing a fluorine atom: Enantio- and diastereoselective guanidine-catalyzed addition of fluorocarbon nucleophiles. Angewandte Chemie - International Edition 48 (20) : 3627-3631. ScholarBank@NUS Repository. https://doi.org/10.1002/anie.200900964
Abstract: The perfect combination: The title reaction provides adducts having quaternary carbon centers bearing a fluorine atom with high ee and d.r. values (see scheme). The mechanism and origin of stereoselectivity were elucidated by DFT calculations. The bifunctional mode of the guanidine catalysis was demonstrated in the transition states resulting from the DFT results. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
Source Title: Angewandte Chemie - International Edition
URI: http://scholarbank.nus.edu.sg/handle/10635/77172
ISSN: 14337851
DOI: 10.1002/anie.200900964
Appears in Collections:Staff Publications

Show full item record
Files in This Item:
There are no files associated with this item.

SCOPUSTM   
Citations

115
checked on Jul 21, 2018

WEB OF SCIENCETM
Citations

112
checked on Jun 6, 2018

Page view(s)

42
checked on May 18, 2018

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.