Synthesis and Characterization of N-Vinyliminopyridinium Ylides.1 Evidences for 1,5-Dipolar Cyclizations

Journal of Organic Chemistry

Volumn 37, Issue 20, 1972, Pages 3106-3110

  Sasaki, Tadashi ^a   Kanematsu, Ken ^a   Kakehi, Akikazu ^a  

^a NAGOYA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0013600674     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00985a015     Document Type: Article

References (3)

1. T. Sasaki, K. Kanematsu, A. Kakehi, K. Hayakawa, and I. Ichikawa, J. Org. Chem., 35, 426 (1970).
2. In general, such a large coupling constant is not assignable to trans, sincc, so far, vicinal trans coupling constants are usually smaller than cis, and cis coupling constants are 13.0-14.0 Hz in a similar compound (shown below) as reported by Kobayashi, et al.; see Y. Kobayashi, T. Kuzuma, Y. Sekine, and K. Fujiyama, Abstracts of Papers in Symposium of the Chemistry of Heteroaromatic Compounds, p 93, 1970, Tokyo.
3. For an analogous disrotatory ring closure in a heterocyclic reaction, see J. Elguero, Bull. Soc. Chim. Fr., 1925 (1971).