6533b7dcfe1ef96bd1273313

RESEARCH PRODUCT

Enantioselective addition of terminal alkynes to N-(diphenylphosphinoyl)imines catalyzed by Zn–BINOL complexes

Gonzalo BlayEric CeballosAlicia MonleonJosé R. Pedro

subject

chemistry.chemical_classificationAldiminechemistry.chemical_compoundchemistryOrganic ChemistryDrug DiscoveryDimethylzincEnantioselective synthesisEnantiomerBiochemistryMedicinal 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%).

yearjournalcountryeditionlanguage
2012-03-01Tetrahedron
https://doi.org/10.1016/j.tet.2012.01.037