Stereospecific Reactions of Dichloroketene with Vinyl Sulfoxides: A New Type of Polar Cycloaddition

Journal of the American Chemical Society

Volumn 103, Issue 25, 1981, Pages 7687-7689

  Marino, J P ^a   Neisser, Mark ^a  

^a UNIVERSITY OF MICHIGAN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001501699     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00415a065     Document Type: Letter

References (9)

1. For a general review, see: Block, E. “Reactions of Organosulfur Compounds”; Academic Press: New York, 1980. For a recent synthetic application, see: Danishefsky, S.; Harayama, T.; Singh, R. K. J. Am. Chem. Soc. 1979, 101, 7008.
2. Tsuchihashi, G.; Mitamura, S.; Inoue, S.; Ogura, K. Tetrahedron Lett. 1973, 323.
3. Tsuchihashi, G.; Mitamura, S.; Ogura, K. Tetrahedron Lett. 1976, 855.
4. Koppel, G. A.; Kinnich, M. D. J. Chem. Soc., Chem. Commun. 1975, 473.
5. For some recent reviews, see: Pa tai, S. “The Chemistry of Alienes, Ketenes and Related Compounds”; Wiley: New York, 1980. Brady, W. T. Synthesis, 1971, 415.
6. Brady, W. T.; Waters, O. H. J. Org. Chem. 1967, 32, 3703.
7. Bak, D. A.; Brady, W. T. J. Org. Chem. 1979, 44, 107.
8. For an example of a vinylogous Pummerer rearrangement via an unsaturated (phenylthio)carbonium ion, see: Kosugi, H.; Uda, H.; Yamagawa, S. J. Chem. Soc., Chem. Commun. 1975, 192.
9. Brady, W. T. Synthesis 1977, 155.