6533b851fe1ef96bd12a98e1

RESEARCH PRODUCT

Enantioselective zinc/BINOL-catalysed alkynylation of aldimines generated in situ from α-amido sulfones.

Alicia MonleonGonzalo BlayAna BrinesJosé R. Pedro

subject

In situchemistry.chemical_classificationAldimineNucleophilic additionOrganic ChemistryEnantioselective synthesischemistry.chemical_elementStereoisomerismStereoisomerismGeneral ChemistryZincNaphtholsDiethylzincLigandsCatalysisCatalysischemistry.chemical_compoundZincchemistryAlkynesOrganometallic CompoundsOrganic chemistrySulfonesAmines

description

Chiral nonracemic N-Cbz-protected propargylic amines have been prepared by the addition of terminal alkynes to imines generated in situ from α-amido sulfones in the presence of diethylzinc and BINOL-type ligands as catalysts. The reactions give good yields and high enantioselectivities (ee values up to 95 %) for a good number of aromatic and heteroaromatic α-amido sulfones and alkynes.

yearjournalcountryeditionlanguage
2012-01-19Chemistry (Weinheim an der Bergstrasse, Germany)
10.1002/chem.201102909https://pubmed.ncbi.nlm.nih.gov/22262627