2024
DOI: 10.1021/acs.joc.4c00518
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Total Synthesis of (±)-Simonsol C

Jia-Jun Sui,
Kai Wang,
Song-Juan Luo
et al.

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.

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“…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.…”
Section: Introductionmentioning
confidence: 99%
“…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.…”
Section: Introductionmentioning
confidence: 99%