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Volumn 15, Issue 14, 2004, Pages 2165-2167

Mixtures of chiral monodentate phosphites, phosphonites and phosphines as ligands in Rh-catalyzed hydrogenation of N-acyl enamines: Extension of the combinatorial approach

Author keywords

[No Author keywords available]

Indexed keywords

ENAMINE; LIGAND; METAL; PHOSPHITE; TRANSITION ELEMENT;

EID: 3843149637     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2004.04.038     Document Type: Article
Times cited : (84)

References (39)
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    • Reetz M.T. Chim. Oggi. 21(10/11):2003;5-8
    • (2003) Chim. Oggi , vol.21 , Issue.10-11 , pp. 5-8
    • Reetz, M.T.1
  • 15
    • 0000489118 scopus 로고    scopus 로고
    • For the synthesis and hydrogenation of N-acyl enamides, see:
    • For the synthesis and hydrogenation of N-acyl enamides, see: Burk M.J., Casy G., Johnson N.B. J. Org. Chem. 63:1998;6084-6085
    • (1998) J. Org. Chem. , vol.63 , pp. 6084-6085
    • Burk, M.J.1    Casy, G.2    Johnson, N.B.3
  • 19
    • 0037190875 scopus 로고    scopus 로고
    • Rh-catalyzed hydrogenation of N-acyl enamines using phosphites 1 as ligands:
    • Rh-catalyzed hydrogenation of N-acyl enamines using phosphites 1 as ligands: Reetz M.T., Mehler G., Meiswinkel A., Sell T. Tetrahedron Lett. 43:2002;7941-7943
    • (2002) Tetrahedron Lett. , vol.43 , pp. 7941-7943
    • Reetz, M.T.1    Mehler, G.2    Meiswinkel, A.3    Sell, T.4
  • 23
    • 3843124964 scopus 로고    scopus 로고
    • note
    • 3 and Ph)
  • 24
    • 3843121693 scopus 로고    scopus 로고
    • note
    • (R)- and (S)-BINOL cost about *400/kg for bulk quantities at: (a) Reuter Chemische Apparatebau KG, Freiburg, Germany; (b) Other commercial sources of BINOL are also available
  • 26
    • 0010734681 scopus 로고
    • J. Gen. Chem. 52:1982;615-616
    • (1982) J. Gen. Chem. , vol.52 , pp. 615-616
  • 39
    • 3843093538 scopus 로고    scopus 로고
    • note
    • 4 (0.5 mL) in dichloromethane and stirred for 5 min at room temperature. Then a 0.112 M solution of substrate 4a in dichloromethane (9 mL) is added. Vacuum is applied three times until the solvent begins to evaporate gently and then hydrogen is introduced. Hydrogenation is carried out at 1.3 bar for 20 h. Following dilution, conversion is determined by NMR spectroscopy. To determine the ee values, about 1.5 mL of the reaction solution can be passed through a small amount of silica gel prior to the GC analysis


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.