A Stereoselective Aldol Approach for the Total Syntheses of Two 6‐Alkylated 2H‐Pyran‐2‐ones. Issue 1 (January 2014) - Rajaram, Singanaboina
Abstract A simple and highly efficient stereoselective total synthesis of the 6‐alkylated pyranones (6R)‐6‐[(1E, 4R, 6R)‐4, 6‐dihydroxy‐10‐phenyldec‐1‐en‐1‐yl]‐5, 6‐dihydro‐2H‐pyran‐2‐one (1) and (6S)‐5, 6‐dihydro‐6‐[(2R)‐2‐hydroxy‐6‐phenylhexyl]‐2H‐pyran‐2‐one (2) was developed using Crimmins' aldol reaction, SmI2 reduction, Grubbs‐II‐catalyzed olefin cross‐metathesis, and Still's modified HornerWadsworthEmmons reaction.