Journal of the Chemical Society. Perkin transactions I p. 1961 - 1969 (1996)
Update date:2022-08-03
Topics:
Bozzini, Silvano
Felluga, Fulvia
Nardin, Giorgio
Pizzioli, Alessandro
Pitacco, Giuliana
Valentin, Ennio
The synthesis of Z- and E-arylhydrazones by 1,4-conjugate addition of glycine, L-alanine and L-tyrosine ethyl esters to phenylazostilbene 1,p-nitrophenylazostilbene 2 and p-nitrophenylazocyclohexene 3 is described. Optically active N-functionalized 2-aminocyclohexanones 22-26 are obtained by TiCl3-catalysed hydrolysis of the corresponding hydrazones. However, they have been shown to be unstable, as they undergo easy oxidation by air. X-Ray analysis of the phenylhydrazone 8a in the Z configuration is also reported.
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Doi:10.1039/c3sc52649f
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