Total synthesis of (±)-lantalucratins A and B by CAN-mediated oxidative cyclization

The first total synthesis of (±)-lantalucratins A and B is described. Introduction of an alkyl side chain at the 6-position was proceeded by directed ortho-lithiation and subsequent alkylation reaction to afford 6-alkyl-5,7,8-trimethoxy-1-naphthol as a synthetically important intermediate for (±)-la...

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Veröffentlicht in:	Tetrahedron 2013-12, Vol.69 (48), p.10470-10476
Hauptverfasser:	Ogata, Tokutaro, Sugiyama, Yoshiko, Ito, Saki, Nakano, Kazuha, Torii, Eri, Nishiuchi, Arisa, Kimachi, Tetsutaro
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkylation Chain reactions Chains Construction Diammonium cerium(IV) nitrate Directed ortho-lithiation Ethers Naphthoquinone Natural product Nitrates Oxidative cyclization Synthesis Tetrahedrons Total synthesis
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