路易斯碱催化的水促进的 Morita-Baylis-Hillman 碳酸酯的对映选择性烯丙基羟化反应。
Lewis base catalyzed enantioselective allylic hydroxylation of Morita-Baylis-Hillman carbonates with water.
机构信息
Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Kaifeng, Henan 475004, People's Republic of China.
出版信息
J Org Chem. 2011 Aug 19;76(16):6894-900. doi: 10.1021/jo201096e. Epub 2011 Jul 22.
A Lewis base catalyzed allylic hydroxylation of Morita-Baylis-Hillman (MBH) carbonates has been developed. Various chiral MBH alcohols can be synthesized in high yields (up to 99%) and excellent enantioselectivities (up to 94% ee). This is the first report using water as a nucleophile in asymmetric organocatalysis. The nucleophilic role of water has been verified using (18)O-labeling experiments.
发展了一种路易斯碱催化的 Morita-Baylis-Hillman (MBH) 碳酸酯的烯丙位羟化反应。各种手性 MBH 醇可以以高产率（高达 99%）和优异的对映选择性（高达 94%ee）合成。这是首次在不对称有机催化中使用水作为亲核试剂的报道。通过 (18)O 标记实验验证了水的亲核作用。
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