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Radical Cyclization of N ‐Acylcyanamides: Total Synthesis of Luotonin A
Author(s) -
Servais Aurore,
Azzouz Mériam,
Lopes David,
Courillon Christine,
Malacria Max
Publication year - 2007
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.200602940
Subject(s) - radical , yield (engineering) , amide , radical cyclization , total synthesis , cascade , chemistry , content (measure theory) , computer science , stereochemistry , organic chemistry , mathematics , physics , thermodynamics , mathematical analysis , chromatography
As radical chain cascade precursors , N ‐acylcyanamides give rise to amide–iminyl radicals which, when appropriately substituted, can finally yield pyrroloquinazolines. The versatility of these new radical acceptors is illustrated by the formation of N‐heterocycles with wide structural variation and by the total synthesis of luotonin A.