Dane’s salt

On activation of Dane s salt by an acyl halide to give a mixed anhydride, N-acylation is prevented by the enaminone moiety. The product of cyclocondensation can be hydrolysed, losing the enaminone group to yield a free aminoazetinone. Such /Mactam derivatives are of great interest due to the structural analogy to aminopenicillins and cephalosporins. 

Acylation of a side chain of enaminones is essential for some heterocyclic synthesis although the enaminone moiety is not involved directly in the reaction. The enaminone moiety is used as protecting group in Dane s salt , which is employed for synthesis of 3-amino-2-azetidinones according to a method by Bose and coworkers (equation 110). 

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See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

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