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Organocatalytic asymmetric nitrocyclopropanation of α,β-unsaturated aldehydes

Authors :
Armando Córdova
Jan Vesely
Gui-Ling Zhao
Agnieszka Bartoszewicz
Source :
Tetrahedron Letters. 49:4209-4212
Publication Year :
2008
Publisher :
Elsevier BV, 2008.

Abstract

A novel organocatalytic highly enantioselective nitrocyclopropanation reaction of α,β-unsaturated aldehydes is presented. The 1-nitro-2-formylcyclopropane derivatives synthesized from this catalytic transformation were converted to the corresponding β-nitromethyl-acid esters, which are excellent precursors of GABA analogues such as Baclofen, by subsequent organocatalytic chemoselective ring-opening.

Details

ISSN :
00404039
Volume :
49
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........64c9a2e25715276e25843dc654a84413