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Volumn 49, Issue 2, 2008, Pages 379-382

Enantioselective alkynylation to aldimines catalyzed by chiral 2,2′-di(2-aminoaryloxy)-1,1′-binaphthyl-copper(I) complexes

Author keywords

[No Author keywords available]

Indexed keywords

1,1' BINAPHTHYL DERIVATIVE; ALDIMINE DERIVATIVE; AMINE; ANILINE DERIVATIVE; BENZYLIDENE DERIVATIVE; COPPER COMPLEX; IMINE; N BENZYLIDENEBENZENEAMINE; PHENYLACETYLENE; PROPARGYLAMINE; UNCLASSIFIED DRUG;

EID: 36849007014     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.11.032     Document Type: Article
Times cited : (35)

References (40)
  • 13
    • 22144481646 scopus 로고    scopus 로고
    • Recent progress of Cu(I or II) catalyzed alkynylation with C-H bond activation/C-C bond formation
    • Recent progress of Cu(I or II) catalyzed alkynylation with C-H bond activation/C-C bond formation. Knöpfel T.F., Zarotti P., Ichikawa T., and Carreira E.M. J. Am. Chem. Soc. 127 (2005) 9682
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 9682
    • Knöpfel, T.F.1    Zarotti, P.2    Ichikawa, T.3    Carreira, E.M.4
  • 33
    • 35748962623 scopus 로고    scopus 로고
    • Enantioselective conjugate addition of dialkylzinc to cyclic enones catalyzed by chiral binaphthyldiamine-copper(I) complexes
    • Enantioselective conjugate addition of dialkylzinc to cyclic enones catalyzed by chiral binaphthyldiamine-copper(I) complexes. Hatano M., Asai T., and Ishihara K. Tetrahedron Lett. 48 (2007) 8590
    • (2007) Tetrahedron Lett. , vol.48 , pp. 8590
    • Hatano, M.1    Asai, T.2    Ishihara, K.3
  • 38
    • 36849093900 scopus 로고    scopus 로고
    • note
    • 3 (25.8 mg, 0.05 mmol) and (R)-2,2′-di(2-amino-5-chlorophenoxy)-1,1′-binaphthyl (7d) (53.7 mg, 0.10 mmol) were mixed in a pyrex Schlenk tube at room temperature under nitrogen atmosphere. To the mixture was added freshly distilled and well-degassed toluene (10 mL), and this solution was stirred for 30 min at that temperature. Then, phenylacetylene (2a) (153.2 mg, 1.5 mmol) and N-benzylidenebenzeneamine (1a) (181.2 mg, 1.0 mmol) were added, and the mixture was stirred at room temperature for 24 h. The resulting mixture was then filtered through a pad of Celite and purified by neutral silica gel column chromatography (eluent: hexane/EtOAc), to give the desired propargylamine (3a) in 73% yield (206.9 mg). The enantiomeric purity was determined by HPLC on chiral column (OD-H) (82% ee, R).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.