6533b85efe1ef96bd12c089f

RESEARCH PRODUCT

Cooperative Assistance in Bifunctional Organocatalysis: Enantioselective Mannich Reactions with Aliphatic and Aromatic Imines

Nicolas ProbstArto ValkonenKari RissanenPetri M. PihkoÁDám MadarászImre PápaiAntti J. Neuvonen

subject

Models MolecularHydrogen bond catalysisImineEnantioselective synthesisHydrogen BondingStereoisomerismGeneral MedicineGeneral ChemistryCrystallography X-RayMalonatesCatalysisCatalysischemistry.chemical_compoundchemistryNucleophileOrganocatalysisPolymer chemistryOrganic chemistryMoietyIminesAmino AcidsBifunctionalta116

description

both of which contain a thiourea moiety (Scheme 1).The catalysts are capable of deprotonating suitable nucleo-philes, such as activated carbonyl compounds. This proton-transfer reaction generates an ion pair, which is composed ofthe protonated catalyst and the anionic nucleophile interact-ing through hydrogen bonds. At least one of the NH moietiesin the protonated catalyst is involved in activating theelectrophilic reaction partner.

10.1002/anie.201203852http://juuli.fi/Record/0247801512