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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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