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Studies Towards the Synthesis of Azadirachtin: Enantioselective Entry into the Azadirachtin Framework through Cascade Reactions
Author(s) -
Nicolaou K. C.,
Roecker A. J.,
Monenschein Holger,
Guntupalli Prasuna,
Follmann Markus
Publication year - 2003
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.200351744
Subject(s) - azadirachtin , enantioselective synthesis , intramolecular force , cascade , chemistry , total synthesis , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , biology , pesticide , chromatography , agronomy
The carbon framework of azadirachtin ( 1 ) has been prepared enantioselectively: The synthesis of compounds 2 a – c follows two novel cascade sequences based on intramolecular radical reactions and acid‐mediated redox chemistry. Such advanced intermediates should allow access to 1 through appropriate functional‐group manipulations.