Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Jinming Campus, Kaifeng, Henan, 475004, PR China.
Chemistry. 2011 Jul 11;17(29):8066-70. doi: 10.1002/chem.201100929. Epub 2011 Jun 7.
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)(2)AQN. The origin of the stereoselectivity was verified by DFT methods. Calculated geometries and relative energies of various transition states strongly support the observed stereoselectivity.
烯丙基烷基化氟双（苯磺酰基）甲烷与莫立特-贝利斯-希尔曼碳酸酯之间的烯丙基烷基化反应制备了β-甲基-γ-单氟甲基醇。该反应由金鸡纳生物碱衍生物（DHQD）（2）AQN 催化。通过 DFT 方法验证了立体选择性的起源。各种过渡态的计算几何形状和相对能量强烈支持观察到的立体选择性。
