Highly diastereo- and enantioselective silver-catalyzed double [3+2] cyclization of α-imino esters with isocyanoacetate.
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.
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543 (Singapore) zhaoyu.science.nus.edu.sg.
Pan-Lin
PL
Shao
Jia-Yu
JY
Liao
Yee Ann
YA
Ho
Yu
Y
Zhao
D000085:Acetates / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D004952:Esters; D048288:Imidazolines / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*; D013237:Stereoisomerism
D000085:Acetates; D004952:Esters; D048288:Imidazolines; D007097:Imines; D012834:Silver; C007170:cyanoacetic acid
asymmetric catalysis; cyclization; enantioselectivity; heterocycles; multicomponent reaction