Please use this identifier to cite or link to this item: https://doi.org/10.1021/jo201096e
Title: Lewis base catalyzed enantioselective allylic hydroxylation of Morita-Baylis-Hillman carbonates with water
Authors: Zhu, B.
Yan, L.
Pan, Y.
Lee, R.
Liu, H.
Han, Z.
Huang, K.-W.
Tan, C.-H. 
Jiang, Z.
Issue Date: 19-Aug-2011
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
URI: http://scholarbank.nus.edu.sg/handle/10635/94143
ISSN: 00223263
DOI: 10.1021/jo201096e
Appears in Collections:Staff Publications

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