934545-49-0Relevant academic research and scientific papers
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.
Total synthesis and evaluation of the actin-binding properties of microcarpalide and a focused library of analogues
Fuerstner, Alois,Nagano, Takashi,Mueller, Christoph,Seidel, Guenter,Mueller, Oliver
, p. 1452 - 1462 (2008/02/04)
A comparative investigation shows that hydroxylated 10-membered lactones modeled around the fungal metabolites microcarpalide (1) and pinolidoxin (2) are endowed with selective actin-binding properties. Although less potent than the marine natural product
