Omologazione one-carbon di esteri ad ammidi, tioesteri e acidi carbossilici mediata da carbenoidi di litio

The direct transfer of a reactive nucleophilic CH2X2 unit into an existing linkage enables the formal introduction of the moiety with the precisely defined degree of functionalization. Upon the fine tuning of the reaction conditions governing the transformation, the initial homologation event can serve as the manifold for triggering unusual rearrangement sequences leading to complex architectures through a unique synthetic operation. The purpose of this work is the controlled insertion of a methylene unit between the C-(sp2) carboxylic moiety and the R-residue of an ester; followed by the controlled divergent synthesis of amides, thioesters or carboxylic acids through the accurate selection of the nucleophile added in the latest stage of the protocol.