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Volumn 19, Issue 11, 2008, Pages 1310-1327

Preparation of tricyclic imidazopyridines by asymmetric ketone hydrogenation in the presence of RuCl2[(S)-Xyl-P-Phos][(S)-DAIPEN]

Author keywords

[No Author keywords available]

Indexed keywords

2 PROPANOL; 7H 8,9 DIHYDROPYRANO[2,3 C]IMIDAZO[1,2 A]PYRIDINE; ALCOHOL DERIVATIVE; IMIDAZO[1,2 A]PYRIDINE DERIVATIVE; IMIDAZOPYRIDINE DERIVATIVE; KETONE; RUTHENIUM COMPLEX; TERT BUTYL ALCOHOL;

EID: 47049121411     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2008.05.013     Document Type: Article
Times cited : (13)

References (46)
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    • note
    • BINAP: 2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl; Xyl-BINAP: 2,2′-bis(di-3,5-xylylphosphanyl)-1,1′-binaphthyl, DPEN: 1,2-diphenylethylenediamine, DAIPEN: 1,1-di(4-anisyl)-2-isopropyl-1,2-ethylenediamine.
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    • note
    • P-Phos: 2,2′,6,6′-tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridinyl, Tol-P-Phos: 2,2′,6,6′-tetramethoxy-4,4′-bis[di(p-tolyl)phosphino]-3,3′-bipyridinyl, Xyl-P-Phos: 2,2′,6,6′-tetramethoxy-4,4′-bis[di(3,5-dimethylphenyl)phosphino]-3,3′-bipyridinyl.
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    • note
    • Set-up 1: The substrate and the catalyst were added into a glove liner, the vessel was sealed and purged with nitrogen. The solvent and a solution of the base were added and the reactor was pressurized with hydrogen. Set-up 2: The hydrogenation catalyst was added to a solution of the ketone and the base. In order to minimize the exposure of the catalyst to the base, it is recommendable that the solution of the catalyst is added last and hydrogen pressure is applied immediately afterwards.
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    • note
    • However, complete transformation cannot always be accomplished by addition of fresh catalyst in the presence of spent catalyst.
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    • note
    • In general, the hydrogen uptake curves are sigma-shaped. A slow induction period is followed by fast transformation of the substrate. Towards the end of the hydrogenation, the reaction rate slows down significantly.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.