Y(OTf)₃-Catalyzed Diastereoselective [3+2] Cycloaddition of N-Tosyl­aziridines and Imines; Efficient Synthesis of Multisubstituted Imidazolidines

Abstract

An efficient Y(OTf)₃-catalyzed generation of azometh­ine ylides from donor–acceptor aziridines and their [3+2] cyclo­addition with imines was developed. The method provides facile access to multisubstituted imidazolidines, which have been extensively used in organic synthesis. Furthermore, a three-component reaction on a gram scale and an asymmetric variation were also developed in this work.

Key words

bond cleavage - cycloaddition - ylides - Lewis acid - stereoselectivity

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