J. Patterson
May 28, 1993
Citations
0
Influential Citations
29
Citations
Journal
Tetrahedron
Abstract
Abstract A new synthesis of mycophenolic acid 1, has been accomplished using silyloxy-1,3-cyclohexadiene 9 which undergoes cycloaddition to dimethyl acetylenedicarboxylate and subsequent elimination of ethylene (Alder-Rickert reaction) to give the trisubstituted dimethyl phthalate 11. After conversion of 11 to phthalide 16, the (E)-4-methyl-4-hexenoic acid side-chain was constructed via an orthoester Claisen rearrangement using allylic alcohol 19 and triethyl orthoacetate.