posted on 2007-08-17, 00:00authored byTony K. M. Shing, Hau M. Cheng
A short synthesis of gabosine I (1) from δ-d-gluconolactone
(3) in four steps, involving a one-pot TPAP oxidation−K2CO3-mediated intramolecular Horner−Wadsworth−Emmons
(HWE) olefination as the key step, is described. Regioselective acetylation of the primary alcohol in gabosine I (1)
then furnished gabosine G (2).