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The total synthesis of (+/-)-fortucine and a revision of the structure of kirkine.

Aurélien Biechy 1 Shuji Hachisu 1 Béatrice Quiclet-Sire 1 Louis Ricard 2 Samir Zard 1
1 DCSO - Laboratoire de synthèse organique
2 DCPH - Laboratoire Hétéroéléments et Coordination
Abstract : The total synthesis of the natural product fortucine relies on a radical cascade process initiated by the generation of a nitrogen-centered (amidyl) radical (see picture). The procedure is concise, and tin-free, as well as stereo- and regioselective. This synthesis has enabled the correction of the structure of kirkine, and the strategy represents a general and rapid entry into the galanthan framework.
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https://hal-polytechnique.archives-ouvertes.fr/hal-00969141
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Submitted on : Wednesday, April 2, 2014 - 10:31:05 AM
Last modification on : Thursday, March 5, 2020 - 6:27:14 PM

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CNRS | X-DCSO | X | X-DCPH | INC-CNRS | X-DEP-CHIM

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Aurélien Biechy, Shuji Hachisu, Béatrice Quiclet-Sire, Louis Ricard, Samir Zard. The total synthesis of (+/-)-fortucine and a revision of the structure of kirkine.. Angewandte Chemie International Edition, Wiley-VCH Verlag, 2008, 47 (8), pp.1436-1438. ⟨10.1002/anie.200704996⟩. ⟨hal-00969141⟩

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