S. Wolfe, R. Sterzycki
1987
Citations
0
Influential Citations
5
Citations
Journal
Canadian Journal of Chemistry
Abstract
Methyl penicillanate has been synthesized by condensation of D-penicillamine with three different variations of the synthon RO2CCH2CHO, followed by esterification of the resulting 4-carboxythiazolidine-2-acetic acid ester, removal of R, and Mukaiyama ring closure. The conditions for the synthesis of an analogous 4-carboxyoxazolidine-2-acetic acid ester, containing an N-benzoyl protecting group, have been worked out. The condensation of threonine with diethinylketone does not lead directly to a vinylogous oxapenam.