Please use this identifier to cite or link to this item: 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
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