1341154-40-2Relevant academic research and scientific papers
A highly diastereoselective synthesis of isoindolinone-centered Meyers' tetracyclic lactams. Application to the asymmetric synthesis of 3-alkylisoindolinones
Agouridas, Vangelis,Capet, Frederic,Couture, Axel,Deniau, Eric,Grandclaudon, Pierre
, p. 1441 - 1447 (2011)
A new methodology for the asymmetric synthesis of C-3 alkylated isoindolinones has been developed through a novel extension of Meyers' lactamisation. The key polycyclic lactam precursor was prepared in high yield and high diastereoselectivity by a two step sequence involving phthalic anhydride and aminoprolinol. Metallation/alkylation followed by hydride reduction of the transient N-acylhydrazonium species and ultimate removal of the chiral auxiliary without a loss of stereochemical integrity completed the synthesis of the target compounds.
