Convergent strategies for the first total synthesis of biselyngbyolide C and an alternative route for the total synthesis of biselyngbyolide A have been developed. The key strategic feature of this...

Stereoselective total synthesis of structurally intriguing antimalarial macrolide strasseriolide A has been accomplished by adopting a convergent approach. The salient features of this synthesis include Co(BH 4 ) 2mediated selective reduction of conjugated olefin, Crimmins propionate aldol, Evans alkylation, intermolecular Horner−Wadsworth−Emmons olefination, Yamaguchi macrolactonization, and selective saponification of ester moiety in the presence of a lactone functionality. The 13 C{ 1 H} NMR data of strasseriolide A were found to be very sensitive to its solution concentration.

Stereoselective synthesis of key acyclic skeleton of structurally challenging and biologically active boscartin A possessing six stereogenic centers, among which three are tertiary, has been achieved for the first time. The synthetic study comprises the Sharpless asymmetric epoxidation (SAE) followed by stereoselective epoxide opening for installation of C-11 and C-12 centers, Meyer-Schuster rearrangement followed by intramolecular oxa-Michael addition for construction of C-1 center, SAE followed by CBS reduction and subsequent cycloetherification for stereoselective generation of C-3, C-4 and C-7 centers, Gilman reaction for introduction of C-9 olefin and Grignard reaction for installation of C-8 olefin.