Synthesis of structurally modified atropisomeric biaryl dithiols. Observations on the Newman-Kwart rearrangement

Tetrahedron

Volumn 53, Issue 17, 1997, Pages 6073-6084

  Cossu, Sergio ^a   De Lucchi, Ottorino ^a   Fabbri, Davide ^b   Valle, Giovanni ^b   Painter, Gavin F ^c   Smith, Robin A J ^c  

^a CA' FOSCARI UNIVERSITY OF VENICE   (Italy)

^b CNR   (Italy)

^c UNIVERSITY OF OTAGO   (New Zealand)

Author keywords

[No Author keywords available]

Indexed keywords

1,1' BINAPHTHYL DERIVATIVE; THIOL DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; X RAY ANALYSIS;

EID: 0030905107     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00268-8     Document Type: Article

References (21)

1. (a) Noyori, R.; Tamino, I.; Tanimoto, Y. J. Am. Chem. Soc. 1984, 106, 6709.
2. (b) Ohata, T.; Takaya, H.; Kitamura, M.; Hagai, R.; Noyori, R. J. Org. Chem. 1987, 52, 3174.
3. (c) Noyori, R. Chem. Soc. Rev. 1989, 18, 187.
4. (d) Otsaka, S.; Tani, K. Synthesis 1991, 665.
5. (e) Rosini, C.; Franzini, L.; Raffaelli, A.; Salvadori, P. Synthesis 1992, 503.
6. (a) De Lucchi, O.; Fabbri, D.; Cossu, S.; Valle, G. J. Org. Chem. 1991, 56, 1888.
7. (b) Claver, C.; Castillon, S.; Ruiz, N.; Delogu, G.; Fabbri, D.; Gladiali, S. J. Chem. Soc., Chem. Commun. 1993, 1833.
8. (c) De Lucchi, O. Pure Appl. Chem. 1996, 68, 945.
9. Bandarage, U. K.; Simpson, J.; Smith, R. A. J.; Weavers R. T. Tetrahedron 1994, 3463.
10. Fabbri, D.; Delogu, G.; De Lucchi, O. J. Org. Chem. 1993, 58, 1748.
11. Dore, A.; Fabbri, D.; Gladiali, S.; Valle, G. Tetrahedron: Asymmetry 1995, 6, 779.
12. Sorrell, T. N.; Cheesman, E. H. Synth. Commun. 1981, 11, 909.
13. Cossu, S.; Delogu, G.; De Lucchi, O.; Fabbri, D.; Fois, M. P. Synth. Commun. 1989, 19, 3431.
14. Figuly, G. D.; Loop, C. K.; Martin, J. C. J. Am. Chem. Soc. 1989, 111, 654. Block, E.; Eswarakrishnan, V.; Gernon, M.; Ofori-Okai, G.; Saha, C.; Tang, K.; Zubieta, J. Ibid. 1989, 111, 658. Smith, K.; Lindsay, C. M.; Pritchard, G. J. Ibid. 1989, 111, 665.
15. Figuly, G. D.; Loop, C. K.; Martin, J. C. J. Am. Chem. Soc. 1989, 111, 654. Block, E.; Eswarakrishnan, V.; Gernon, M.; Ofori-Okai, G.; Saha, C.; Tang, K.; Zubieta, J. Ibid. 1989, 111, 658. Smith, K.; Lindsay, C. M.; Pritchard, G. J. Ibid. 1989, 111, 665.
16. Figuly, G. D.; Loop, C. K.; Martin, J. C. J. Am. Chem. Soc. 1989, 111, 654. Block, E.; Eswarakrishnan, V.; Gernon, M.; Ofori-Okai, G.; Saha, C.; Tang, K.; Zubieta, J. Ibid. 1989, 111, 658. Smith, K.; Lindsay, C. M.; Pritchard, G. J. Ibid. 1989, 111, 665.
17. Delogu, G.; De Lucchi, O.; Maglioli, P.; Valle, G. J. Org. Chem. 1991, 56, 4467.
18. Kaneda, T.; Umeda, S.; Tanigawa, H.; Misumi, S.; Kai, Y.; Morii, H.; Miki, K.; Kasai, N. J. Am. Chem. Soc. 1985, 107, 4802.
19. Lingenfelter, D. S.; Helgeson, R. C.; Cram, D. J. J. Org. Chem. 1981, 46, 393.
20. Yamamoto, K.; Fukushima, H.; Nakazaki, M. J. Chem. Soc., Chem. Commun. 1984, 1490.
21. Yamamoto, K.; Noda, K.; Okamoto, Y. J. Chem. Soc., Chem. Commun. 1985, 1065.