A novel, direct route to 11-substitutedlinoleicacids was devised. These include 1b, a homolog of an irreversible inhibitor of soybean 15-lipoxygenase, as well as esters 2a and 2b, which were recently isolated from a Lithothamnion corallioides preparation.
Enantioselective synthesis of δ-ketobutanolides from (l)-glutamic acid via organomanganese reagents
作者:Gérard Cahiez、Eric Métais
DOI:10.1016/s0957-4166(97)00099-2
日期:1997.5
Various optically active delta-ketobutanolides were easily prepared in good yields, with an excellent enantiomeric purity, by acylation of organomanganese reagents with the butyrolactone acid chloride 3 prepared from natural (L)-glutamic acid. The reaction takes place in THF under mild conditions (-10 degrees C, 3h or 3% CuCl, -30 degrees C, 20 min.). (C) 1997 Elsevier Science Ltd.