934545-49-0Relevant articles and documents
Formal synthesis of pinolide via l-proline-catalyzed sequential α-aminooxylation, Horner-Wadsworth-Emmons olefination and Sharpless asymmetric dihydroxylation
Shelke, Anil M.,Suryavanshi, Gurunath
, p. 142 - 147 (2016/02/09)
A convergent, formal enantioselective synthesis of pinolide, a new nonenolide, has been achieved with high enantiomeric purity (99% ee) starting from readily available raw materials. The main highlight of the synthetic strategy is the application of l-proline catalyzed sequential α-aminooxylation and Horner-Wadsworth-Emmons olefination of an aldehyde, Sharpless asymmetric dihydroxylation and Steglich esterification as the key steps for the construction of a key chiral intermediate of the target molecule.