Electrophilic Additions to Alkynyl Tosylates. Formation of Vinyl 1,1-(Bis esters) and Related Compounds. X-ray Structure Determination of (E)-1 -Chloro-1-(tosyloxy)-3,3-dimethyl-1-butene

Journal of Organic Chemistry

Volumn 52, Issue 23, 1987, Pages 5213-5217

  Stang, Peter J ^a   Roberts, Kenneth A ^a  

^a UNIVERSITY OF UTAH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000299412     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00232a028     Document Type: Article

References (15)

1. Abstracted in the Ph.D. Dissertation of K. A. Roberts, The University of Utah, 1988.
2. Viehe, H. G. Chemistry of Acetylenes; Marcel Dekker: New York, 1969. De la Mare, P. B. D.; Bolton, R. Electrophilic Additions to Unsaturated Systems; Elsevier: Amsterdam, 1982. Patai, S. The Chemistry of the Carbon-Carbon Triple Bond: Wiley: New York. 1978.
3. Stang, P. J.; Surber, B. W.; Chen, Z. C. ; Roberts, K. A.; Anderson, A. G. J. Am. Chem. Soc. 1987, 109, 228. Stang, P. J.; Surber, B. W. J. Am. Chem. Soc., 1985, 107, 1452.
4. Stang, P. J.; Roberts, K. A. J. Am. Chem. Soc. 1986, 108, 7125.
5. Matsumoto, K.; Sera, A. Synthesis 1985, 1017. Brownbridge, P. J. Am. Chem. Soc. 1983. 1.
6. Zwanenburg, B.; Drenth, W. Reel. Trav. Chim. Pays-Bas 1963, 82, 879.
7. Sinnema, Y. A.; Arens, J. F. Reel. Trav. Chim. Pays-Bas 1955, 74, 901.
8. Stang, P. J.; Anderson, A. G. J. Org. Chem. 1976, 41, 781.
9. Kutscheroff, M. G. C. Ber. Dtsch. Chem. Ges. 1881, 14, 1532, 1540; 1884, 17, 13. Fittig, R.; Schrohe, A. J. Org. Chem. 1875, 8, 367.
10. Jacobs, T. C.; Searles, S. J. Am. Chem. Soc., 1944, 66, 686.
11. Hogeveen, H.; Drenth, W. Recl. Trav. Chim. Pays-Bas 1963, 82, 410 and references therein.
12. For a review, see: Stang, P. J.; Rappoport, Z.; Hanack, M.; Subramanian. L. R. Vinyl Cations: Academic: New York, 1979.
13. Effenberger, F.; Epple, G. Angew. Chem., Int. Ed. Engl. 1972, 11, 299.
14. Summerville, R. H.; Senkler, C. A.; Schleyer, Prv. R.; Dueber T. E.; Stang, P. J. J. Am. Chem. Soc. 1974, 96, 1100. Summerville, R. H.; Schleyer, P. V. R. J. Am. Chem. Soc. 1974, 96, 1110 and references therein.
15. Pouchert, C. J. The Aldrich Library of Infrared Spectra; 1981; Vol. Ill, tert-butylacetic acid 287G; 3-methylvaleric acid 288B. Pouchert, C. J. The Aldrich Library of NMR Spectra, 2nd Ed.; 1983; tert-butyl-acetic acid 1, 426A, 3-methylvaleric acid 1, 426B.