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|Title:||Lewis base catalyzed enantioselective allylic hydroxylation of Morita-Baylis-Hillman carbonates with water|
|Citation:||Zhu, B., Yan, L., Pan, Y., Lee, R., Liu, H., Han, Z., Huang, K.-W., Tan, C.-H., Jiang, Z. (2011-08-19). Lewis base catalyzed enantioselective allylic hydroxylation of Morita-Baylis-Hillman carbonates with water. Journal of Organic Chemistry 76 (16) : 6894-6900. ScholarBank@NUS Repository. https://doi.org/10.1021/jo201096e|
|Abstract:||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 18O-labeling experiments. © 2011 American Chemical Society.|
|Source Title:||Journal of Organic Chemistry|
|Appears in Collections:||Staff Publications|
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