Carboxylates as Nucleophiles in the Enantioselective Ring-Opening of Formylcyclopropanes under IminiumIon Catalysis
Ikusi/ Ireki
Data
2018-04-12Egilea
Díaz, Estibaliz
Reyes Martín, Efraim
Tejero, Tomás
Merino, Pedro
Chemistry - A European Journal 24(35) : 8764-8768(2018)
Laburpena
In this work, carboxylic acids, which are typically regarded as poor nucleophiles, are demonstrated to be competent reagents to promote the ring-opening of formylcyclopropanes after activation of the latter through iminium ion formation. Under optimized reaction conditions, a variety of γ-acyloxy-substituted aldehydes can be obtained in high yields and enantioselectivities through the desymmetrization of substituted meso-formylcyclopropanes in the presence of a chiral secondary amine as catalys