Premium
The Total Synthesis of (±)‐Fortucine and a Revision of the Structure of Kirkine
Author(s) -
Biechy Aurélien,
Hachisu Shuji,
QuicletSire Béatrice,
Ricard Louis,
Zard Samir Z.
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200704996
Subject(s) - regioselectivity , total synthesis , cascade , natural product , zipper , chemistry , product (mathematics) , computer science , stereochemistry , mathematics , organic chemistry , algorithm , catalysis , geometry , chromatography
A molecular zipper : 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.