Direct catalytic enantio- and diastereoselective ketone aldol reactions of isocyanoacetates.
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.
Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA (UK).
Raquel
R
de la Campa
Irene
I
Ortín
Darren J
DJ
Dixon
aldol reaction; asymmetric catalysis; enantioselectivity; isocyanoacetates; oxazolines