Abermil, NacimMasson, GeraldineZhu, Jieping2010-11-252010-11-252010-11-25201010.1002/adsc.200900900https://infoscience.epfl.ch/handle/20.500.14299/58606The bifunctional catalyst 6'-deoxy-6'-acylamino-beta -isocupreidine served both as a base to trigger the in situ generation of N-sulfonylimine from readily available alpha -amidosulfones and as a chiral nucleophile to initiate the enantioselective aza-Morita-Baylis-Hillman (aza-MBH) reaction. alpha -Methylene-beta -amino-beta -alkyl carbonyl compds., e.g. I, difficultly accessible previously, can now be synthesized in excellent yields and enantioselectivity. [on SciFinder (R)]Sulfones Role: RCT (Reactant)SPN (Synthetic preparation)PREP (Preparation)RACT (Reactant or reagent) (amidoenantioselective synthesis of alpha -methylene-beta -amino-beta -alkyl carbonyl compds via aza-Morita-Baylis-Hillman reaction using aliph. alpha -amidosulfones as imine surrogates)Addition reaction catalysts (aza-Morita-Baylis-Hillman reactionstereoselectiveenantioselective synthesis of alpha -methylene-beta -amino-beta -alkyl carbonyl compds via aza-Morita-Baylis-Hillman reaction using aliph. alpha -amidosulfones as imine surrogates)Baylis-Hillman reaction (aza-Morita-Baylis-Hillmanstereoselectiveenantioselective synthesis of alpha -methylene-beta -amino-beta -alkyl carbonyl compds via aza-Morita-Baylis-Hillman reaction using aliph. alpha -amidosulfones as imine surrogates)Enantioselective synthesis (enantioselective synthesis of alpha -methylene-beta -amino-beta -alkyl carbonyl compds via aza-Morita-Baylis-Hillman reaction using aliph. alpha -amidosulfones as imine surrogates)Esters Role: RCT (Reactant)SPN (Synthetic preparation)PREP (Preparation)RACT (Reactant or reagent) (alphabeta -unsatd.enantioselective synthesis of alpha -methylene-beta -amino-beta -alkyl carbonyl compds via aza-Morita-Baylis-Hillman reaction using aliph. alpha -amidosulfones as imine surrogates)enantioselective synthesis methylene aminoalkyl carbonyl compdamidosulfone vinyl ester enantioselective aza Morita Baylis Hillman reactionEnantioselective Aza-Morita-Baylis-Hillman Reaction Using Aliphatic alpha -Amidosulfones as Imine Surrogatestext::journal::journal article::research article