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Radical–polar crossover domino reactions involving organozinc reagents and β-(allyloxy)-enoates

Authors :
Giboulot, Steven
Pérez-Luna, Alejandro
Botuha, Candice
Ferreira, Franck
Chemla, Fabrice
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Jun2008, Vol. 49 Issue 25, p3963-3966. 4p.
Publication Year :
2008

Abstract

Abstract: Organozinc reagents (organozinc halides, diorganozincs and mixed copper–zinc reagents) react with β-(allyloxy)-enoates via a radical–polar crossover process to afford substituted furans in one single synthetic step following a domino reaction involving Michael addition and carbocyclisation. Reversal of diastereoselectivity can be obtained varying the organometallic and/or the reaction conditions. [Copyright &y& Elsevier]

Details

Language :
English
ISSN :
00404039
Volume :
49
Issue :
25
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
32073572
Full Text :
https://doi.org/10.1016/j.tetlet.2008.04.108