REACTIVITY OF CONJUGATED AZOALKENES TOWARDS ALPHA-AMINO-ACID ETHYL-ESTERS

Authors
BOZZINI S FELLUGA F NARDIN G PIZZIOLI A PITACCO G VALENTIN E
Citation
S. Bozzini et al., REACTIVITY OF CONJUGATED AZOALKENES TOWARDS ALPHA-AMINO-ACID ETHYL-ESTERS, Journal of the Chemical Society. Perkin transactions. I, (16), 1996, pp. 1961-1969
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
16
Year of publication
1996
Pages
1961 - 1969
Database
ISI
SICI code
0300-922X(1996):16<1961:ROCATA>2.0.ZU;2-E
Abstract
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 descr ibed. Optically active N-functionalized 2-aminocyclohexanones 22-26 ar e obtained by TiCl3-catalysed hydrolysis of the corresponding hydrazon es. 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 c onfiguration is also reported.