An Enone-Dienol Tautomerism and an Iron(III)-Catalyzed Dimerization of Cycloalkenone-2-carboxylates

Journal of Organic Chemistry

Volumn 63, Issue 13, 1998, Pages 4539-4540

  Christoffers, Jens ^a  

^a TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0004900718     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9802832     Document Type: Article

References (25)

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19. For a related photoinduced process see: Ricard, R. R.; Sauvage, P.; Wan, C. S. K.; Weedon, A. C.; Wong, D. F. J. Org. Chem. 1986, 51, 62-67.
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23. The complexation of an Fe(III) ion under formation of a species 4 is supported by the observation that after adding the catalyst to the starting materials the reaction mixture turns deeply blue. After the conversion is complete, this blue color is replaced by a brownish tone.
24. There is a considerable analogy to Diels-Alder reactions of 1-alkoxy and 1-silyloxy dienes.
25. Since the two tautomers 3a and 3c, which bear significantly different polarity, are in equilibrium, there is no well-defined spot on the TLC.