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. 2014 May 19;53(21):5435-9.
doi: 10.1002/anie.201402788. Epub 2014 Apr 22.

Highly diastereo- and enantioselective silver-catalyzed double [3+2] cyclization of α-imino esters with isocyanoacetate

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Highly diastereo- and enantioselective silver-catalyzed double [3+2] cyclization of α-imino esters with isocyanoacetate

Pan-Lin Shao et al. Angew Chem Int Ed Engl. .

Abstract

Presented herein is a new complexity-generating method in which both functionalities of α-imino esters undergo stereoselective cyclization with isocyanoacetates to produce directly linked oxazole-imidazolines, which can be transformed into highly functionalized α,β-diamino esters and imidazolinium salts in high diastereo- and enantiopurity.

Keywords: asymmetric catalysis; cyclization; enantioselectivity; heterocycles; multicomponent reaction.

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