Center for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.
J Am Chem Soc. 2011 Dec 21;133(50):20100-3. doi: 10.1021/ja208867g. Epub 2011 Nov 23.
Herein we describe a catalytic tethering strategy in which simple aldehyde precatalysts enable, through temporary intramolecularity, room-temperature intermolecular hydroamination reactivity and the synthesis of vicinal diamines. The catalyst allows the formation of a mixed aminal from an allylic amine and a hydroxylamine, resulting in a facile intramolecular hydroamination event. The promising enantioselectivities obtained with a chiral aldehyde also highlight the potential of this catalytic tethering approach in asymmetric catalysis and demonstrate that efficient enantioinduction relying only on temporary intramolecularity is possible.
在这里，我们描述了一种催化连接策略，其中简单的醛前催化剂通过暂时的分子内性，使室温下的分子间氢胺化反应和邻二胺的合成成为可能。该催化剂允许烯丙基胺和羟胺形成混合亚胺，从而导致易于进行的分子内氢胺化反应。用手性醛获得的有希望的对映选择性也突出了这种催化连接方法在不对称催化中的潜力，并证明仅依靠暂时的分子内性就可以实现有效的对映诱导。
