Please use this identifier to cite or link to this item: https://doi.org/10.1016/j.tetlet.2005.11.133
Title: Chiral bicyclic guanidines: A concise and efficient aziridine-based synthesis
Authors: Ye, W.
Leow, D.
Goh, S.L.M.
Tan, C.-T.
Chian, C.-H.
Tan, C.-H. 
Keywords: Aziridine
Enantioselectivity
Guanidine
Michael reaction
Regioselectivity
Issue Date: 6-Feb-2006
Citation: Ye, W., Leow, D., Goh, S.L.M., Tan, C.-T., Chian, C.-H., Tan, C.-H. (2006-02-06). Chiral bicyclic guanidines: A concise and efficient aziridine-based synthesis. Tetrahedron Letters 47 (6) : 1007-1010. ScholarBank@NUS Repository. https://doi.org/10.1016/j.tetlet.2005.11.133
Abstract: A series of chiral bicyclic guanidines, either symmetrical or non-symmetrical, was synthesized using a concise and efficient aziridine-based synthetic methodology. Starting from commercial amino alcohols, five synthetic steps were performed, with only three requiring chromatographic purification, giving the desired guanidines in 43-71% overall yield. Preliminary studies using these guanidines showed moderate enantioselectivity for several Michael reactions. © 2005 Elsevier Ltd. All rights reserved.
Source Title: Tetrahedron Letters
URI: http://scholarbank.nus.edu.sg/handle/10635/75746
ISSN: 00404039
DOI: 10.1016/j.tetlet.2005.11.133
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