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|Title:||Synthesis of a chiral quaternary carbon center bearing a fluorine atom: Enantio- and diastereoselective guanidine-catalyzed addition of fluorocarbon nucleophiles|
|Authors:||Jiang, Z. |
|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|
|Appears in Collections:||Staff Publications|
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