Enantioselective total synthesis of (+)-Lingzhiol via tandem semipinacol rearrangement/Friedel-Crafts type cyclization

Enantioselective total synthesis of (+)-Lingzhiol has been achieved. It is the first example of in tandem semipinacol rearrangement reactions, the migrated aryl group further reacting with the carbonyl oxonium electrophile to furnish a polycyclic skeleton. Our synthesis involves 13 steps and proceed...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2016-01, Vol.52 (55), p.8561-8564
Hauptverfasser: Chen, Dong, Xu, Wen-Dan, Liu, Hao-Miao, Li, Ming-Ming, Yan, Yong-Min, Li, Xiao-Nian, Li, Yan, Cheng, Yong-Xian, Qin, Hong-Bo
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Sprache:eng
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Zusammenfassung:Enantioselective total synthesis of (+)-Lingzhiol has been achieved. It is the first example of in tandem semipinacol rearrangement reactions, the migrated aryl group further reacting with the carbonyl oxonium electrophile to furnish a polycyclic skeleton. Our synthesis involves 13 steps and proceeds in 6% overall yield.
ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc03764j