Department of Chemistry, University of Pennsylvania, 231 S. 34th St, Philadelphia, PA 19104, USA.
Angew Chem Int Ed Engl. 2010 Mar 1;49(10):1834-7. doi: 10.1002/anie.200905399.
One catalyst, two reactions; a tale of chemoselectivity: Given the choice between an allylic acetate and a vinylboronate ester, palladium preferentially reacts with the allylic acetate giving the allylic substitution product. In the presence of an aryl bromide and base, Suzuki cross-coupling subsequently ensues to afford allylic amines.
一个催化剂,两个反应;选择性化学的故事:当钯面临烯丙基醋酸盐和乙烯基硼酸酯的选择时,它更倾向于与烯丙基醋酸盐反应,生成烯丙基取代产物。在芳基溴化物和碱的存在下,随后发生铃木交叉偶联反应,得到烯丙基胺。