Asymmetric Synthesis of 1,2-Diamines bearing Tetrasubstituted Centers from Nonstabilized Azomethine Ylides and N-Sulfinylketimines under Bronsted Acid Catalysis

作者：Izquierdo Cristina; Esteban Francisco; Garcia Ruano Jose Luis; Fraile Alberto^*; Aleman Jose

来源：Organic Letters, 2016, 18(1): 92-95.

DOI：10.1021/acs.orglett.5b03251

The first asymmetric cycloaddition of nonstabilized azomethine ylide and N-sulfinylimines is presented. In reactions with aryl-alkyl and heteroaryl-alkyl ketimines, excellent diastereoselectivities and good yields are obtained in all cases, regardless of the electronic character of the substituents at the aromatic rings. Moreover, the cycloadducts obtained can easily be deprotected in acid media, giving access to free 1,2-diamines which are prevalent in many natural and pharmaceutical products.

• 出版日期2016-1-1