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Bibliographic Details
Main Author: Ricardo de la Cruz-Cordero
Format: Artículo científico
Language:en
Published: Sociedad Química de México 2005
Subjects:
Online Access:https://www.redalyc.org/articulo.oa?id=47549404
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  • Preparation of Phosphostatine Analogues From L-amino acids Ricardo de la Cruz-Cordero Victoria Labastida-Galván Mario Fernández-Zertuche Mario Ordóñez Multidisciplinaria (Ciencias Naturales y Exactas) &#946 Phosphostatine ketophosphonates aminophosphonic acids diastereoselective reduction Reduction of (3S)-N,N-dibenzylamino-2-ketophosphonates9a-d derived from L-amino acids was carried out with catecholboraneat -20 oC to afford the (3S)-N,N-dibenzylamino-(2R)-hydroxy-phosphonatessyn-10a-d, whereas the reduction of (3S)-N-benzylamino-2-ketophosphonates 13a-d with Zn(BH4)2 at -78 oC yield (3S)-N-benzylamino-(2S)-hydroxyphosphonates anti-14a-d. The reduction in bothcases was in good chemical yields and with high diastereoselectivity.The hydrolysis and hydrogenolysis of 10a-d and 14a-d afford the(3S)-amino-(2R)-hydroxyphosphonic acids 6 and (3S)-amino-(2S)-hydroxyphosphonic acids 7, respectively, which are analogues ofphosphostatine. 2005 artículo científico 1870-249X https://www.redalyc.org/articulo.oa?id=47549404 en http://www.redalyc.org/revista.oa?id=475 Journal of the Mexican Chemical Society application/pdf Sociedad Química de México Journal of the Mexican Chemical Society (México) Num.4 Vol.49