Abstract:Total synthesis of simonsol C has been achieved, focusing on the postdearomatization transformations. Our methodology integrates an efficient combination of dearomatization and Zn/AcOH reduction to introduce an allyl group, followed by oxo-Michael addition, to construct the 6/5/6 benzofuran skeleton. It offers a novel method for synthesizing allyl-containing quaternary carbon atoms in a straightforward manner.
“…12 This was followed by a second total synthesis which was very recently disclosed by Qin and co-workers. 13 Banwell's observation, coupled with the fact that several structurally related neolignans have been shown to exhibit neuroprotective effects, 14–19 stimulated our interest in this family, and analogs thereof, as a possible source of new neuroprotective compounds.…”
We report the total synthesis of seven Illicium-derived neolignans along with experimental evidence which unites homooligomers and apparent heterooligomers under a new biosynthesis proposal that features a single common precursor.
“…12 This was followed by a second total synthesis which was very recently disclosed by Qin and co-workers. 13 Banwell's observation, coupled with the fact that several structurally related neolignans have been shown to exhibit neuroprotective effects, 14–19 stimulated our interest in this family, and analogs thereof, as a possible source of new neuroprotective compounds.…”
We report the total synthesis of seven Illicium-derived neolignans along with experimental evidence which unites homooligomers and apparent heterooligomers under a new biosynthesis proposal that features a single common precursor.
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