Highly enantioselective quinoline synthesis via ene-type cyclization of 1,7-enynes catalyzed by a cationic BINAP-palladium(II) complex

Journal of the American Chemical Society

Volumn 125, Issue 16, 2003, Pages 4704-4705

  Hatano, Manabu ^a   Mikami, Koichi ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CATION; PALLADIUM; QUINOLINE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHIRALITY; COMPLEX FORMATION; CRYSTALLOGRAPHY; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOMER; ENANTIOSELECTIVITY; POLYMERIZATION; REACTION ANALYSIS;

ALKYNES; CATALYSIS; CYCLIZATION; NAPHTHALENES; ORGANOMETALLIC COMPOUNDS; PALLADIUM; QUINOLINES; STEREOISOMERISM; X-RAY DIFFRACTION;

EID: 0037462129     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0292748     Document Type: Article

References (44)

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38. So far, the N-Ts protecting group is essential. Other N-protecting groups instead of N-Ts do not tolerate the reaction conditions.
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42. Double bond migrations of cyclic olefin are also observed in the asymmetric Mizoroki-Heck reaction. (a) Ozawa, F.; Kubo, A.; Matsumoto, Y.; Hayashi, T. Organometallics 1993, 12, 4188-4196. (b) Loiseleur, O.; Meier, P.; Pfaltz, A. Angew. Chem. 1996, 108, 218-220; Angew. Chem., Int. Ed. Engl. 1996, 35, 200-201.
43. w = 0.1817. Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-196469. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB21EZ, UK (fax: (+44)1223-336-033; e-mail: deposit@ccdc.cam.ac.uk).
44. w = 0.1391. Crystallographic data have been deposited as no. CCDC-196470.