Author/Authors :
Harmat، نويسنده , , Nicholas J.S and Mangani، نويسنده , , Silvia and Perrotta، نويسنده , , Enzo and Giannotti، نويسنده , , Danilo and Nannicini، نويسنده , , Rossano and Altamura، نويسنده , , Maria، نويسنده ,
Abstract :
3(S) and 3(R)-Benzyloxycarbonyl-pentanedioic acid mono-tert-butyl esters (6) were obtained as enantiopure orthogonally protected tricarballylic acid (TCA) esters. These were synthesised by alkylation of the sodium enolate derived from chiral but-3-enoyloxazolidinone imides (3) with tert-butyl bromoacetate; following the hydrolysis to remove the chiral auxiliary, benzyl esterification afforded the 2-allyl succinic acid diesters (4) that were converted to protected TCA esters after oxidation of the double bond.
Keywords :
carboxylic acids , protecting groups , Alkylation , asymmetric synthesis , oxazolidinones
