Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, 46100 Burjassot, València (Spain).
Departament de Física Aplicada, Universitat Politècnica de València, Camino de Vera s/n, 46022 València (Spain).
Angew Chem Int Ed Engl. 2015 May 18;54(21):6320-4. doi: 10.1002/anie.201501273. Epub 2015 Apr 2.
A quinine-derived thiourea organocatalyst promoted the highly enantioselective addition of naphthols and activated phenols to ketimines derived from isatins. The reaction afforded chiral 3-amino-2-oxindoles with a quaternary stereocenter in high yields (up to 99%) with excellent enantioselectivity (up to 99% ee). To the best of our knowledge, this transformation is the first highly enantioselective addition of naphthols to ketimines.
一种来源于奎宁的硫脲手性有机催化剂促进了萘酚和活化酚与色酮亚胺的高度对映选择性加成。该反应以高产率(高达 99%)和优异的对映选择性(高达 99%ee)得到了具有季立体中心的手性 3-氨基-2-氧吲哚。据我们所知,这种转化是萘酚与亚胺的首次高度对映选择性加成。