Synthetic Studies on Bengazoles of Marine Sponge Origin. Synthesis of the Core Bis-oxazole Fragments
31 December 2000 (online)
The core bis-oxazole fragment 3 was constructed by the coupling of the aldehyde (6) with the lithiated oxazoles (7), oxidation of the resulting bis-oxazolyl methanol (11), followed by the asymmetric reduction with (R)-(+)-BINAL-H as key steps. Preparation of another bis-oxazole fragment (4) was accomplished by the Barton-McCombie radical deoxygenation reaction of 11.
oxazoles - bis-oxazoles - bengazoles - stereoselective reduction - deoxygenation