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https://doi.org/10.1016/j.tetlet.2005.12.108
| Title: | Suppression of epimerization due to selectivity leakage: An application towards the total synthesis of (-)-centrolobine | Authors: | Lee, C.-H.A. Loh, T.-P. |
Keywords: | Centrolobine Epimerization Prins cyclization Tetrahydropyrans |
Issue Date: | 6-Mar-2006 | Citation: | Lee, C.-H.A., Loh, T.-P. (2006-03-06). Suppression of epimerization due to selectivity leakage: An application towards the total synthesis of (-)-centrolobine. Tetrahedron Letters 47 (10) : 1641-1644. ScholarBank@NUS Repository. https://doi.org/10.1016/j.tetlet.2005.12.108 | Abstract: | An InCl3-mediated Prins cyclization of homoallylic alcohols with aldehydes has been established. The enantioselectivities of the trisubstituted tetrahydropyrans are almost retained through the suppression of epimerization. The synthetic value of this protocol is demonstrated by the total synthesis of (-)-centrolobine. © 2006 Elsevier Ltd. All rights reserved. | Source Title: | Tetrahedron Letters | URI: | http://scholarbank.nus.edu.sg/handle/10635/94971 | ISSN: | 00404039 | DOI: | 10.1016/j.tetlet.2005.12.108 |
| Appears in Collections: | Staff Publications |
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