Total Synthesis of Resiniferatoxin Enabled by Radical-Mediated Three-Component Coupling and 7-endo Cyclization

Resiniferatoxin (1) belongs to a daphnane diterpenoid family and has strong agonistic effects on TRPV1, a transducer of noxious temperature and chemical stimuli. The densely oxygenated trans-fused 5/7/6-tricarbocycle (ABC-ring) of 1 presents a daunting challenge for chemical synthesis. Here we repor...

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Veröffentlicht in:	Journal of the American Chemical Society 2017-11, Vol.139 (45), p.16420-16429
Hauptverfasser:	Hashimoto, Satoshi, Katoh, Shun-ichiro, Kato, Takehiro, Urabe, Daisuke, Inoue, Masayuki
Format:	Artikel
Sprache:	eng
Schlagworte:	Cyclization Diterpenes - chemical synthesis Diterpenes - chemistry Free Radicals - chemistry Molecular Conformation Ribose - chemistry Stereoisomerism
Online-Zugang:	Volltext
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