Formal Synthesis of Angiopterlactone B via Enantioselective Reduction of Ketone with Daucus Carota Root

Formal synthesis of angiopterlactone B has been accomplished via. enantioselective reduction of ketone with Daucus carota, Sharpless dihydroxylation and Andos modified Horner-Wadsworth-Emmons (HWE) reagent to introduce Z-olefination. Here we evolved a new path for the synthesis of (S,S)-osmundalactone and 3-5 dihydroxy-caprolactone. The initial synthetic route for both caprolactone and osmundalcactone build on biocatalytic process while in later case Sharpless dihydroxylation delivered required stereocentres. Z-selective olefination was utilized to furnish caprolactone which was further recycled in to 1-(5-oxotetrahydrofuran-2yl) ethyl 2-phenyl acetate. Both synthetic routes found to be applicable for many synthetic reactions.