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Volumn 39, Issue 39, 1998, Pages 7017-7020

A modular approach to nonracemic cyclo-BINOLs. Preparation of symmetrically and unsymmetrically substituted ligands

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; LIGAND; NAPHTHOL DERIVATIVE;

EID: 0032563953     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01468-3     Document Type: Article
Times cited : (41)

References (18)
  • 3
    • 0000778261 scopus 로고
    • 3. For examples, see Ishihara, K.; Yamamoto, H. J. Am. Chem. Soc. 1994, 116, 1561; Cox, P.J.; Wang, W.; Snieckus, V. Tetrahedron Lett. 1992, 33, 2253 [For other examples of disubstituted BINOLs from this laboratory, see W. Wang, Ph.D. thesis, University of Waterloo, 1992]; Lingenfelter, D.S.; Helgeson, R.C.; Cram, D.J. J. Org. Chem. 1981, 46, 393.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 1561
    • Ishihara, K.1    Yamamoto, H.2
  • 4
    • 0026518693 scopus 로고
    • 3. For examples, see Ishihara, K.; Yamamoto, H. J. Am. Chem. Soc. 1994, 116, 1561; Cox, P.J.; Wang, W.; Snieckus, V. Tetrahedron Lett. 1992, 33, 2253 [For other examples of disubstituted BINOLs from this laboratory, see W. Wang, Ph.D. thesis, University of Waterloo, 1992]; Lingenfelter, D.S.; Helgeson, R.C.; Cram, D.J. J. Org. Chem. 1981, 46, 393.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 2253
    • Cox, P.J.1    Wang, W.2    Snieckus, V.3
  • 5
    • 0010241353 scopus 로고
    • Ph.D. thesis, University of Waterloo
    • 3. For examples, see Ishihara, K.; Yamamoto, H. J. Am. Chem. Soc. 1994, 116, 1561; Cox, P.J.; Wang, W.; Snieckus, V. Tetrahedron Lett. 1992, 33, 2253 [For other examples of disubstituted BINOLs from this laboratory, see W. Wang, Ph.D. thesis, University of Waterloo, 1992]; Lingenfelter, D.S.; Helgeson, R.C.; Cram, D.J. J. Org. Chem. 1981, 46, 393.
    • (1992)
    • Wang, W.1
  • 6
    • 33845558509 scopus 로고
    • 3. For examples, see Ishihara, K.; Yamamoto, H. J. Am. Chem. Soc. 1994, 116, 1561; Cox, P.J.; Wang, W.; Snieckus, V. Tetrahedron Lett. 1992, 33, 2253 [For other examples of disubstituted BINOLs from this laboratory, see W. Wang, Ph.D. thesis, University of Waterloo, 1992]; Lingenfelter, D.S.; Helgeson, R.C.; Cram, D.J. J. Org. Chem. 1981, 46, 393.
    • (1981) J. Org. Chem. , vol.46 , pp. 393
    • Lingenfelter, D.S.1    Helgeson, R.C.2    Cram, D.J.3
  • 9
    • 0010241093 scopus 로고    scopus 로고
    • note
    • 6. Determined by 500 MHz NMR analysis (± 2%) of the corresponding Mosher diester.
  • 13
    • 0000414496 scopus 로고
    • 9. Hughes, D. L. Org. React. 1992, 42, 335; Mitsunobu, O. Synthesis 1981, 1.
    • (1992) Org. React. , vol.42 , pp. 335
    • Hughes, D.L.1
  • 14
    • 0002667764 scopus 로고
    • 9. Hughes, D. L. Org. React. 1992, 42, 335; Mitsunobu, O. Synthesis 1981, 1.
    • (1981) Synthesis , pp. 1
    • Mitsunobu, O.1
  • 18
    • 0010285425 scopus 로고    scopus 로고
    • note
    • 4. Filtration and solvent removal in vacuo afforded crude material which was purified by column chromatography (silica gel; 4:1 EtOAc: pet ether) to give a colorless solid (163 mg, 83%).


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