Novel features of the 1,3 rearrangement of S-(-)-N-(1-phenylethyl) diphenylvinylideneamine to S-(-)-2,2,3-triphenylbutyronitrile

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 23, 1974, Pages 962-963

  Singer, Lawrence A ^a   Lee, Kyu Wang ^a  

^a UNIVERSITY OF SOUTHERN CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049140236     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39740000962     Document Type: Article

References (4)

1. E. Ciganek, Tetrahedron Letters, 1969, 5179.
2. J. A. Berson, T. Miyashi, and G. Jones, J. Amer. Chem. Soc., 1974, 96, 3468, analyse possible mechanisms for a carbon-carbon 1, 3 sigmatropic rearrangement having high retention of configuration at the migrating centre.
3. See P. Caramella, R. Huisgen, and B. Schmolke, J. Amer. Chem. Soc., 1974, 96, 2997, 2999, for examples of carbon-carbon 1, 3 sigmatropic rearrangements proceeding via diradicai intermediates. For a discussion of the stereochemistry of free radical recombination reactions.
4. J. P. Engstrom and F. D. Greene, J. Org. Chem., 1972, 37, 968.