Synthesis of the tetracyclic ABCD ring systems of madangamines D-F.

Org Lett

Laboratori de Química Orgànica, Facultat de Farmàcia, IBUB, Universitat de Barcelona, Av. Joan XXIII s/n, 08028 Barcelona, Spain.

Published: February 2015

Synthesis of the tetracyclic cores of madangamines D-F was achieved, featuring a reductive radical process from an ethoxycarbonyldichloroacetamide to build the morphan nucleus, a Mitsunobu-type aminocyclization toward the common diazatricyclic intermediate, and ring-closing metathesis reactions for the macrocyclization step leading to the 13- to 15-membered rings.

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Source
http://dx.doi.org/10.1021/ol503586dDOI Listing

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