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Breckpot reaction

In 2004, (3-lactams were obtained by the cyclization of (3-amino esters [231]. The treatment of the latter with 10% Pd-C in the presence of ammonium formiate for 3 h, followed by silylation of the resulting hydroxyl esters gave the silyloxy esters that were subjected to cyclization using the Breckpot reaction [232, 233] to give the (3-lactams (Scheme 106). [Pg.156]

Ester enolates react with imines to give, as intermediates, metallo-P-amino esters (Scheme 18). Depending on the particular substitution pattern and reaction conditions, these species either undergo spontaneous cyclization or can be isolated as their proto forms and then cyclized, usually according to Breckpot procedure [67]. [Pg.580]

This reaction was first reported by Breckpot in 1923. It is the synthesis of )0-lactam via the cyclization of esters of /3-amino acids with Grignard reagent and is known as the Breckpot -lactam synthesis. This reaction has been modified to form )0-lactam by the treatment of )0-amino acid with Mukaiyama s reagent, or the /3-amino ester with /V-methyl pyridinium salt." ... [Pg.521]

Although there is no reaction directly related to the Breckpot )0-actam synthesis, other methods of preparing )0-lactams include the cycloaddition of imino compound with ketene, the reaction between diazomethane and isocyanate and the use of bromomalonic ester and primary amine. ... [Pg.522]


See other pages where Breckpot reaction is mentioned: [Pg.519]    [Pg.60]    [Pg.662]    [Pg.139]    [Pg.250]    [Pg.247]    [Pg.519]    [Pg.60]    [Pg.662]    [Pg.139]    [Pg.250]    [Pg.247]    [Pg.145]   
See also in sourсe #XX -- [ Pg.519 ]




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