Synthesis of acetogenins

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 407/14 (2006.01) C07D 307/12 (2006.01) C07D 307/58 (2006.01) C07D 309/12 (2006.01) C07F 7/08 (2006.01)

Patent

CA 2197952

A method for the synthesis of bis-tetrahydrofuranyl annonaceous acetogenins, including the natural products and analogs thereof, is provided which proceeds by the Pd-mediated coupling of a bis-tetrahydrofuranyl-subunit comprising a terminal alkyne, with a (C4)-hydroxybutenolide subunit comprising a terminal vinyl iodide, followed by selective reduction of the resulting enyne.

On fournit une méthode pour la synthèse de bis-tétrahydrofuranyl-acétogénines d'Annonacées, comprenant des produits naturels et des analogues de ces dernières, qui consiste au couplage médié par le palladium d'une sous-unité bis-tétrahydrofuranyle comprenant un alcyne terminal avec une sous-unité hydroxybuténolide en C4 comprenant un iodure de vinyle terminal, suivi de la réduction sélective de l'ényne obtenu.

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