Highly Diastereo- and Enantioselective Silver-Catalyzed Double [3+2] Cyclization of [alpha]-Imino Esters with Isocyanoacetate

Highly Diastereo- and Enantioselective Silver-Catalyzed Double [3+2] Cyclization of [alpha]-Imino Esters with Isocyanoacetate

Presented herein is a new complexity-generating method in which both functionalities of [alpha]-imino esters undergo stereoselective cyclization with isocyanoacetates to produce directly linked oxazole-imidazolines, which can be transformed into highly functionalized [alpha],[beta]-diamino esters an...

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Veröffentlicht in:Angewandte Chemie International Edition 2014-05, Vol.53 (21), p.5435-5439
Hauptverfasser: Shao, Pan-Lin, Liao, Jia-Yu, Ho, Yee Ann, Zhao, Yu
Format: Artikel
Sprache:eng
Schlagworte:
Asymmetry
Beta
Catalysis
Catalysts
Esters
Silver
Synthesis
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Zusammenfassung:Presented herein is a new complexity-generating method in which both functionalities of [alpha]-imino esters undergo stereoselective cyclization with isocyanoacetates to produce directly linked oxazole-imidazolines, which can be transformed into highly functionalized [alpha],[beta]-diamino esters and imidazolinium salts in high diastereo- and enantiopurity. [PUBLICATION ABSTRACT]
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201402788