Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA (UK).
Angew Chem Int Ed Engl. 2014 Mar 24;53(13):3462-5. doi: 10.1002/anie.201309719. Epub 2014 Feb 24.
A catalytic asymmetric synthesis of imidazolines with a fully substituted β-carbon atom by a Mannich-type addition/cyclization reaction of isocyanoacetate pronucleophiles and N-diphenylphosphinoyl ketimines has been developed. When a combination of a cinchona-derived aminophosphine precatalyst and silver oxide was employed as a binary catalyst system, good reactivity, high diastereoselectivities (up to 99:1 d.r.), and excellent enantioselectivities (up to 99% ee) were obtained for a range of substrates.
已开发出通过异氰酸酯亲核试剂和 N-二苯膦酰基亚胺的Mannich 型加成/环化反应，在手性磷胺配体和银氧化物的双催化体系作用下，以完全取代的β-碳原子的咪唑啉的催化不对称合成。当使用来源于金鸡纳的氨基膦配体前催化剂和氧化银作为双催化体系时，对于一系列底物，获得了良好的反应性、高的非对映选择性（高达 99:1 d.r.）和优异的对映选择性（高达 99%ee）。
