Department of Chemistry, University of California, Irvine , Irvine, California 92697, United States.
J Am Chem Soc. 2017 Oct 11;139(40):14049-14052. doi: 10.1021/jacs.7b09188. Epub 2017 Sep 27.
We report a Rh-catalyzed hydroamination of 1,3-dienes to generate homoallylic amines. Our work showcases the first case of anti-Markovnikov selectivity in the intermolecular coupling of amines and 1,3-dienes. By tuning the ligand properties and Brønsted acid additive, we find that a combination of rac-BINAP and mandelic acid is critical for achieving anti-Markovnikov selectivity.
我们报告了 Rh 催化的 1,3-二烯的氢胺化反应，生成了偕胺。我们的工作展示了胺和 1,3-二烯的分子间偶联中反马氏选择性的首例。通过调节配体性质和布朗斯台德酸添加剂，我们发现 rac-BINAP 和扁桃酸的组合对于实现反马氏选择性是至关重要的。
