Park HaeIl, Cho Chang-Woo, Krische Michael J
College of Pharmacy, Kangwon National University, Chuncheon, 200-701, Republic of Korea.
J Org Chem. 2006 Sep 29;71(20):7892-4. doi: 10.1021/jo061218s.
A series of N-protected beta-amino phosphonic acid esters have been prepared by phosphine-catalyzed allylic substitution of 2-(diethylphosphonyl)-substituted allylic acetates employing 4,5-dichlorophthalimide as nucleophilic partner. These organocatalytic allylic substitutions exhibit exceptionally high levels of regiospecificity by virtue of a tandem S(N)2'-S(N)2' mechanism.
通过膦催化2-(二乙基膦酰基)取代的烯丙基乙酸酯与4,5-二氯邻苯二甲酰亚胺的烯丙基取代反应，制备了一系列N-保护的β-氨基膦酸酯。这些有机催化的烯丙基取代反应通过串联的S(N)2'-S(N)2'机理表现出极高的区域选择性。
