MODEL INSECT ANTIFEEDANTS - SYNTHESIS OF AZADIRADIONE FRAGMENTS THROUGH ACYL RADICALS CYCLIZATIONS AND STANNANE COUPLING REACTIONS

Authors
FERNANDEZMATEOS A COCA GP GONZALEZ RR HERNANDEZ CT
Citation
A. Fernandezmateos et al., MODEL INSECT ANTIFEEDANTS - SYNTHESIS OF AZADIRADIONE FRAGMENTS THROUGH ACYL RADICALS CYCLIZATIONS AND STANNANE COUPLING REACTIONS, Tetrahedron, 52(13), 1996, pp. 4817-4828
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
13
Year of publication
1996
Pages
4817 - 4828
Database
ISI
SICI code
0040-4020(1996)52:13<4817:MIA-SO>2.0.ZU;2-5
Abstract
A diastereoselective and versatile synthesis of the model insect antif eedant 16 related to azadiradione has been achieved in nine steps star ting from alpha-cyclocitral 1. The key steps involve intramolecular al kene addition of an acyl radical and a Stille coupling reaction of a v inyl iodide with a stannylfuran.