Concise syntheses of (-)-habiterpenol and (+)-2,3-epi-habiterpenol via redox radical cyclization of alkenylsilane.

The concise syntheses of (-)-habiterpenol and (+)-2,3-epi-habiterpenol from (3aR)-(+)-sclareolide and 6-methoxyindanone in 11 and 12 steps, respectively, were enabled by the regioselective addition of the TMS-indenyl anion and the facile stereoselective metal hydride hydrogen atom transfer (MHAT)-initiated redox radical cyclization of alkenylsilane.