6533b85bfe1ef96bd12ba960

RESEARCH PRODUCT

ChemInform Abstract: Enantioselective Addition of Terminal Alkynes to N-(Diphenylphosphinoyl)imines Catalyzed by Zn-BINOL Complexes.

José R. PedroAlicia MonleonEric CeballosGonzalo Blay

subject

chemistry.chemical_classificationAldimineAddition reactionchemistry.chemical_compoundchemistryDimethylzincEnantioselective synthesisOrganic chemistryGeneral MedicineEnantiomerMedicinal chemistryCatalysis

description

Abstract Chiral nonracemic N-(diphenylphosphinoyl)-protected propargylic amines have been prepared by addition of terminal alkynes to N-(diphenylphosphinoyl)aldimines in the presence of dimethylzinc and 3,3′-dibromo-BINOL as catalyst. The reaction works with a variety of aromatic and heteroaromatic aldimines and with different alkynes, providing the expected products in generally good yields and enantiomeric excesses (up to 96%).

https://doi.org/10.1002/chin.201230104