Alicia Cervantes

The Florisil® catalyzed [1,3]-sigmatropic shift of allyl phenyl ethers — An entryway into novel mycophenolic acid analogues

Abstract Florisil ® was found to be effective in promoting the [1,3]-sigmatropic shift of mycophenolic acid related allyl phenyl ethers. Several novel mycophenolic acid analogues were thus prepared. Through a crossover experiment using two deuterated analogues of the model system, the reaction was shown to be intramolecular.

Synthesis of 11-deoxy-10α-hydroxyprostaglandins

The β-elimination of the 11-acetoxy-grouping of the aldehyde (2) by ready anion formation at C-12 gives the conjugated aldehyde (3); catalytic hydrogenation of (3), followed by alkylation under equilibrating conditions, allows access to novel prostaglandins, which are isomeric with PGF2α and PGE2.