N. Harmat, S. Mangani, E. Perrotta
Feb 19, 2000
Citations
0
Influential Citations
9
Citations
Journal
Tetrahedron Letters
Abstract
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.