Reactivity of conjugated azoalkenes towards alpha-amino acid ethyl esters

被引:18
作者
Bozzini, S [1 ]
Felluga, F [1 ]
Nardin, G [1 ]
Pizzioli, A [1 ]
Pitacco, G [1 ]
Valentin, E [1 ]
机构
[1] UNIV TRIESTE,DIPARTIMENTO SCI CHIM,I-34127 TRIESTE,ITALY
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 16期
关键词
D O I
10.1039/p19960001961
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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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页码:1961 / 1969
页数:9
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