Ene reactions of allenes. Part II. Non-stereospecific ene insertions into an alkylallene by electron deficient acetylenes

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue , 1974, Pages 1209-1213

  Chia, Hock Ann ^a   Kirk, Barrie E ^a   Taylor, David R ^a  

^a UNIVERSITY OF MANCHESTER   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049123466     PISSN: 14727781     EISSN: None     Source Type: Journal    
DOI: 10.1039/P19740001209     Document Type: Article

References (26)

1. Part I, D. R. Taylor and D. B. Wright, J.C.S. Perkin I, 1973, 956.
2. H. M. R. Hoffmann, Angew. Chem. Internat. Edn., 1969, 8, 656.
3. H. A. Chia, B. E. Kirk, and D. R. Taylor, Chem. Comm., 1971, 1144.
4. J. C. Martin, P. L. Carter, and J. L. Chitwood, J. Org. Chem., 1971, 86, 2225.
5. H. H. Wasserman and L. S. Keller, Chem. Comm., 1970, 1483.
6. D. C. England, J. Amer. Chem. Soc., 1961, 83, 2205.
7. W. H. Urry, J. H. Y. Niu, and L. G. Lundsted, J. Org. Chem., 1965, 88, 2302.
8. S.-H. Dai and W. R. Dolbier, jun., Chem. Comm., 1971, 166.
9. S.-H. Dai and W. R. Dolbier, jun., J. Amer. Chem. Soc., 1972, 94, 3953.
10. B. E. Kirk, C. B. Lee, and D. R. Taylor, unpublished results.
11. Trifluoromethyl takes precedence over H and RCH2 substituents (see E. L. Eliel, J. Chem. Educ., 1971, 48, 163 and references cited therein).
12. J. C. Sauer and G. N. Sansen, J. Org. Chem., 1962, 27, 2730.
13. D. R. Taylor, M. R. Warburton, and D. B. Wright, J. Chem. Soc. (C), 1971, 385.
14. D. R. Taylor and D. B. Wright, J.C.S. Perkin I, 1973, 445.
15. D. R. Taylor, M. R. Warburton, and D. B. Wright. J.C.S. Perkin J. 1972, 1365.
16. J. W. Emsley, J. Feeney, and L. H. Sutcliffe, ‘High Resolution Nuclear Magnetic Resonance Spectroscopy,’ vol. 2, Pergamon, London, 1966, p. 871.
17. B. E. Kirk and D. R. Taylor, J.C.S. Perkin I, in the press.
18. M. L. Poutsma, J. Org. Chem., 1968, 88, 4080.
19. R. M. Kellog, J. Amer. Chem. Soc., 1971, 98, 2344, and references cited therein.
20. R. N. Haszeldine, J. Chem. Soc., 1951, 588, 2495.
21. A. L. Henne and M. Nager, J. Amer. Chem. Soc., 1951, 78, 1042.
22. W. C. Smith, Angew. Chem. Internat. Edn., 1962, 1, 467.
23. T. L. Gilchrist and R. Storr, ‘Organic Reactions and Orbital Symmetry,’ Cambridge University Press, Cambridge, 1972, p. 242.
24. A. L. Henne and W. G. Finnegan, J. Amer. Chem. Soc., 1949, 71, 298.
25. H. I. Waterman and W. J. L. de Kok, Rec. Trav. chim., 1933, 52, 234.
26. A. I. Vogel, ‘A Textbook of Practical Organic Chemistry,’ 3rd edn., Longmans, London, 1956, p. 176.