Title of article :
Isolation of Intermediary anti-Aldol Adducts of the Horner-Wadsworth-Emmons Reaction Utilizing Direct Titanium-Aldol Addition and Successive Br?nsted Acid Promoted Stereoselective Elimination Leading to (Z)-(alpha),?-Unsaturated Esters
Author/Authors :
Misaki، Tomonori نويسنده , , Tanabe، Yoo نويسنده , , Katayama، Mayumi نويسنده , , Nagase، Ryohei نويسنده , , Mitarai، Kumi نويسنده ,
Abstract :
The reagent TiCl4-Et3N was used in the Horner-Wadsworth-Emmons (HWE)-type reaction of triethylphosphonocarboxylates with aldehydes, wherein unstable intermediary aldol adducts were isolated with anti-selectivity. Subsequent Br?nsted acid promoted stereoselective elimination was successfully performed using TBS-benzamide-pyridinium triflate to give the lessaccessible Z-(alpha),?-unsaturated esters
Keywords :
Ti-aldol addition , stereoselective , silylbenzamide , Z-alkenes , Horner-Wadsworth-Emmons reaction
Journal title :
Astroparticle Physics
