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|Title:||Highly enantio- and diastereoselective synthesis of β-methyl-γ- monofluoromethyl-substituted alcohols|
|Citation:||Yang, W., Wei, X., Pan, Y., Lee, R., Zhu, B., Liu, H., Yan, L., Huang, K.-W., Jiang, Z., Tan, C.-H. (2011-07-11). Highly enantio- and diastereoselective synthesis of β-methyl-γ- monofluoromethyl-substituted alcohols. Chemistry - A European Journal 17 (29) : 8066-8070. ScholarBank@NUS Repository. https://doi.org/10.1002/chem.201100929|
|Abstract:||Enanatiopure β-methyl-γ-monofluoromethyl alcohols were prepared from the allylic alkylation between fluorobis(phenylsulfonyl)methane with Morita-Baylis-Hillman carbonates. The reaction was catalyzed by using the Cinchona alkaloid derivative, (DHQD)2AQN. The origin of the stereoselectivity was verified by DFT methods. Calculated geometries and relative energies of various transition states strongly support the observed stereoselectivity. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.|
|Source Title:||Chemistry - A European Journal|
|Appears in Collections:||Staff Publications|
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