Journal of Organic Chemistry p. 3319 - 3322 (1987)
Update date:2022-08-02
Topics:
Hegedus, Louis S.
Toro, Jose L.
Miles, William H.
Harrington, Peter J.
(+/-)-Aurantioclavine (9) was synthesized in overall 23percent yield and 13 steps from comercially available starting materials.The synthesis involved palladium(II)-catalyzed indole ring formation, nickel(0)/zirconium(IV)-assisted introduction of one side chain, palladium(0)-catalyzed introduction of the other side chain, acid-catalyzed cyclization to form the seven-membered ring, and photolytic reductive detosylation to produce 9.
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