Investigation into a new chiral Meldrum's Acid derived from camphor

CHED 415

Jong-In Lee and Rachel B. Smith, rsmith@erskine.edu. Department of Chemistry and Physics, Erskine College, 2 Washington St., Due West, SC 29639
Good stereoselectivity has been reported in the addition of diazomethane to methylene derivatives of the chiral Meldrum's acid(1) which is formed through the condensation of malonic acid with menthone. An analogous chiral Meldrum's acid(2) has been prepared by the condensation of malonic acid with camphor. Investigation into the reactivity and stability of this new chiral camphor-derived Meldrum's acid was undertaken to determine if it would give the same degree of stereoselection as the menthone version, 1. The camphor-derived Meldrum's acid (2) has been found to be less stable under a variety of Knoevenagel condensation conditions.