Laboratory of Medicinal Chemistry, School of Pharmacy, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, Japan.
Org Biomol Chem. 2018 Aug 8;16(31):5551-5565. doi: 10.1039/c8ob01010b.
The trans-chelating bis(oxazoline) ligand (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline) [(R,R)-DBFOX/Ph] coordinates metal ions to give C2-symmetric complexes which effectively catalyze a variety of asymmetric reactions. (R,R)-DBFOX/Ph·Ni(ClO4)2·3H2O, whose crystal structure is octahedral with three aqua ligands, can be stored under air for several months without loss of catalytic activity and promotes highly enantioselective reactions even in the presence of excess amounts of water, alcohols, amines, and acids. The complex shows remarkable chiral amplification in asymmetric Diels-Alder (DA) reactions. This review focuses on enantioselective reactions catalyzed by (R,R)-DBFOX/Ph·metal complexes.
反螯合双(恶唑啉)配体(R,R)-4,6-二苯并呋喃-2,2'-双(4-苯恶唑啉)[(R,R)-DBFOX/Ph]与金属离子配位形成 C2 对称配合物,有效地催化多种不对称反应。(R,R)-DBFOX/Ph·Ni(ClO4)2·3H2O 的晶体结构为八面体,含有三个水分子配体,可以在空气中储存数月而不失活,并且即使在过量的水、醇、胺和酸存在下,也能促进高对映选择性反应。该配合物在不对称 Diels-Alder(DA)反应中表现出显著的手性放大效应。本综述重点介绍了(R,R)-DBFOX/Ph·金属配合物催化的对映选择性反应。