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Volumn 44, Issue 46, 2003, Pages 8461-8465

Studies in the preparation of novel P-chirogenic binaphthyl monophosphanes (MOPs)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANE DERIVATIVE; OXIDE; PALLADIUM; PHOSPHORUS;

EID: 0141922082     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.09.109     Document Type: Article
Times cited : (28)

References (36)
  • 1
    • 85031065037 scopus 로고    scopus 로고
    • Catalytic Asymmetric Synthesis, 2nd Ed.; Ojima, I., Ed.; Wiley-VCH; New York, 2000 Comprehensive Asymmetric Catalysis; Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Eds.; Springer-Verlag: Berlin, 1999; Vols. 1-3.
  • 2
    • 85031059376 scopus 로고    scopus 로고
    • Brunner, H.; Zettlmeier, W. Handbook of Enantioselective Catalysis with Transition Metal Compounds Vol. I, Products and Catalysts, VCH: Weinheim, 1993.
  • 12
    • 0033947876 scopus 로고    scopus 로고
    • and references cited therein
    • Hayashi T. Acc. Chem. Res. 33:2000;354. and references cited therein.
    • (2000) Acc. Chem. Res. , vol.33 , pp. 354
    • Hayashi, T.1
  • 17
    • 85031057883 scopus 로고    scopus 로고
    • However both diastereomers were afforded in a moderate combined yield of 39%
    • However both diastereomers were afforded in a moderate combined yield of 39%.
  • 19
    • 0142007384 scopus 로고    scopus 로고
    • We have recently improved substantially the resolution of the precursor binaphthol
    • We have recently improved substantially the resolution of the precursor binaphthol: Schanz H.-J., Linseis M.A., Gilheany D.G. Tetrahedron: Asymmetry. 14:2003;2763.
    • (2003) Tetrahedron: Asymmetry , vol.14 , pp. 2763
    • Schanz, H.-J.1    Linseis, M.A.2    Gilheany, D.G.3
  • 24
    • 85031064953 scopus 로고    scopus 로고
    • note
    • The side products included those of hydrolysis 10a (5%) and 10b (5%) and their hydrogenolysed analogues lacking hydroxyl groups (10%). The crude mixture was purified by flash column chromatography (hexane/EtOAc, 4:1) to give pure 8a but with 8b slightly contaminated with 10b . The absolute configurations were established by an X-ray determination on 10b after complete hydrolysis (vide infra).
  • 25
    • 85031056925 scopus 로고    scopus 로고
    • note
    • 3) δ 30.79.
  • 26
    • 85031063206 scopus 로고    scopus 로고
    • note
    • 3) δ 27.5.
  • 27
    • 85031058298 scopus 로고    scopus 로고
    • note
    • 3. Crystallographic data (excluding structure factors) for the structures in this paper, have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 219883 ( 9a ) and 219882 ( 10b ). Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (Fax: +44(0)-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk).
  • 28
    • 85031059866 scopus 로고    scopus 로고
    • note
    • -1) 3055, 2913, 2834, 1602, 1511, 1312, 1225, 1150, 800, 750.
  • 29
    • 85031058086 scopus 로고    scopus 로고
    • note
    • 2P requires C, 79.61; H, 5. 49; O, 7.57; P, 7.33%. Found C, 79.30; H, 5.73%.
  • 35
    • 85031057643 scopus 로고    scopus 로고
    • note
    • 3) δ -33.90.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.