Structure of silyl-substituted allenyl/propargyllithium reagents in solution

Angewandte Chemie (International Edition in English)

Volumn 35, Issue 20, 1996, Pages 2365-2367

  Reich, Hans J ^a   Holladay, Johnathan E ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

Allenes; Nmr spectroscopy; Propargylic compounds

Indexed keywords

EID: 0030445044     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199623651     Document Type: Article

References (23)

1. a) C. Lambert, P. v. R. Schleyer, E.-U. Würthwein, J. Org. Chem. 1993, 58, 6377;
2. b) E. D. Jemmis, J. Chandrasekhar, P. v. R. Schleyer, J. Am. Chem. Soc. 1979, 101, 2848;
3. c) W. K. Li, Croat. Chem. Acta 1988, 61, 833; J. K. Wilmshurst, C. E. Dykstra, J. Am. Chem. Soc. 1980, 102, 4668.
4. c) W. K. Li, Croat. Chem. Acta 1988, 61, 833; J. K. Wilmshurst, C. E. Dykstra, J. Am. Chem. Soc. 1980, 102, 4668.
5. P. Dem'yanov, G. Boche, M. Marsch, K. Harms, G. Fyodorova, V. Petrosyan, Liebigs Ann. 1995, 457.
6. P [2]: a) P. v. R. Schleyer, Pure and Appl. Chem. 1984, 56, 151;
7. b) W. N. Setzer, P. v. R. Schleyer, Adv. Organomet. Chem. 1985, 24, 353.
8. a) W. Priester, R. West, T. L. Chwang, J. Am. Chem. Soc. 1976, 98, 8413;
9. b) R. West, P. A. Carney, I. C. Mineo, ibid. 1965, 87, 3788;
10. c) R. West, P. C. Jones, ibid. 1969, 91, 6156;
11. d) J. Klein, J. Y. Decker, J. Chem. Soc., Chem. Commun. 1973, 576;
12. e) F. Jaffe, J. Organomet. Chem. 1970, 23, 53.
13. G. Köbrich, D. Merkel, K. Imkampe, Chem. Ber. 1973, 106, 2017.
14. a) H. J. Reich, I. L. Reich, K. E. Yelm, J. E. Holladay, D. Gschneidner, J. Am. Chem. Soc. 1993, 115, 6625;
15. b) H. J. Reich, J. E. Holladay, ibid. 1995, 117, 8470;
16. c) H. J. Reich, J. E. Holladay, J. D. Mason, W. H. Sikorski, ibid. 1995, 117, 12137;
17. d) H. J. Reich, R. R. Dykstra, ibid. 1993, 115, 7041; H. J. Reich, R. R. Dykstra, Angew. Chem. 1993, 105, 1489; Angew. Chem. Int. Ed. Engl. 1993, 32, 1469;
18. d) H. J. Reich, R. R. Dykstra, ibid. 1993, 115, 7041; H. J. Reich, R. R. Dykstra, Angew. Chem. 1993, 105, 1489; Angew. Chem. Int. Ed. Engl. 1993, 32, 1469;
19. d) H. J. Reich, R. R. Dykstra, ibid. 1993, 115, 7041; H. J. Reich, R. R. Dykstra, Angew. Chem. 1993, 105, 1489; Angew. Chem. Int. Ed. Engl. 1993, 32, 1469;
20. e) H. J. Reich, J. P. Borst, R. R. Dykstra, D. P. Green, J. Am. Chem. Soc. 1993, 115, 8728;
21. f) H. J. Reich, K. J. Kulicke, ibid. 1995, 117, 6621.
22. a) Allenyllithium: J. P C. M. van Dongen, H. W. D. van Dijkman, M. J. A. de Bie, Rec. Trav. Chim. Pays Bas, 1974, 93, 29;
23. b) phenylallenes: P. I. Dem'yanov, I. M. Styrkov, D. P. Krut'ko, M. V. Vener, V. S. Petrosyan, J. Organomet. Chem. 1992, 438, 265.