title: Facile, mild, and highly enantioselective alkynylzinc addition to aromatic aldehydes by BINOL/N-methylimidazole dual catalysis.
abstract: The dual Lewis acid/base catalytic system, generated from N-methylimidazole (NMI), (R)-1,1'-bi-2-naphthol [(R)-BINOL], and Ti(OiPr)4, effectively catalyzes the enantioselective alkynylation of aldehydes in the presence of Et2Zn in good yields and excellent enantioselectivities of up to 94% ee at room temperature. The mild reaction conditions make it possible to use functional alkynes in this asymmetric addition.
authors.affiliation: Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu 610064, China.
authors.forename: Fei
authors.initials: F
authors.lastname: Yang
authors.forename: Peihua
authors.initials: P
authors.lastname: Xi
authors.forename: Li
authors.initials: L
authors.lastname: Yang
authors.forename: Jingbo
authors.initials: J
authors.lastname: Lan
authors.forename: Rugang
authors.initials: R
authors.lastname: Xie
authors.forename: Jingsong
authors.initials: J
authors.lastname: You
mesh_terms: D000114:Acetylene / Q000031:analogs & derivatives / Q000737:chemistry; D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D007093:Imidazoles / Q000737:chemistry*; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry*; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D000480:Alkynes; C406944:BINOL, naphthol; D007093:Imidazoles; D009284:Naphthols; C044736:phenylacetylene; D015032:Zinc; D000114:Acetylene; C018100:1-methylimidazole