State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry , Nankai University , Tianjin 300071 , China.
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300071 , China.
J Am Chem Soc. 2018 Jun 20;140(24):7458-7461. doi: 10.1021/jacs.8b04703. Epub 2018 Jun 12.
A highly enantioselective nickel-catalyzed intramolecular hydroalkenylation of N- or O-tethered 1,6-dienes was developed by using monodentate chiral spiro phosphoramidite ligands. The reaction provides an efficient and straightforward method for preparing very useful six-membered N- and O-heterocycles with high regioselectivity as well as excellent stereoselectivity from easily accessible starting materials under mild reaction conditions. The chiral spiro nickel catalyst developed in this study represents one of the few catalysts for highly enantioselective cyclization of unconjugated dienes.
发展了一种高对映选择性的镍催化 N-或 O-键合的 1,6-二烯的分子内氢烯丙基化反应，使用单齿手性螺环膦酰胺配体。该反应提供了一种有效且直接的方法，从易得的起始原料在温和的反应条件下，以高区域选择性和优异的立体选择性制备非常有用的六元 N-和 O-杂环。本研究中开发的手性螺环镍催化剂是少数几种用于高对映选择性未共轭二烯环化的催化剂之一。
