1630973-06-6Relevant articles and documents
Direct catalytic enantio- and diastereoselective ketone aldol reactions of isocyanoacetates
De La Campa, Raquel,Ortín, Irene,Dixon, Darren J.
, p. 4895 - 4898 (2015)
A catalytic asymmetric aldol addition/cyclization reaction of unactivated ketones with isocyanoacetate pronucleophiles has been developed. A quinine-derived aminophosphine precatalyst and silver oxide were found to be an effective binary catalyst system and promoted the reaction to afford chiral oxazolines possessing a fully substituted stereocenter with good diastereoselectivities and excellent enantioselectivities.
Highly diastereo- and enantioselective silver-catalyzed double [3+2] cyclization of α-imino esters with isocyanoacetate
Shao, Pan-Lin,Liao, Jia-Yu,Ho, Yee Ann,Zhao, Yu
, p. 5435 - 5439 (2014/06/09)
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. Double up: An unprecedented silver-catalyzed title reaction has been developed and provides access to directly linked oxazole-imidazolines. A highly diastereo- and enantioselective variant was also realized using the catalyst Ag/L*. The products can be easily transformed into highly functionalized chiral α,β-diamino esters or imidazolinium salts which are useful motifs in asymmetric synthesis and catalysis.