I am aware that esters can be selectively hydrolysed depending on the type of alkyl group present e.g. Me ester vs t-butyl ester, the latter is reactive to acidic conditions and not basic because of its inability to form tetrahedral intermediate. But what reagent could I use to carry out the following transformation?
I see it is the O-C bond that breaks, so it is acyl cleavage (Ac). Acidic conditions would destroy my Me ester as would basic, so how can I get around this? Could a big bulky base, say LDA, take it down a B(Ac)2 route (generate CO2?)