92248-91-4Relevant academic research and scientific papers
Palladium-Catalyzed C-Alkylations of the Highly Acidic and Enolic Triacetic Acid Lactone. Mechanism and Stereochemistry
Moreno-Manas, Marcial,Ribas, Jordi,Virgili, Albert
, p. 5328 - 5335 (2007/10/02)
4-Hydroxy-6-methyl-2-pyrone (triacetic acid lactone) (1) is efficiently alkylated at C-3 with primary and secondary allylic substrates under thermodynamic control by using palladium(0) catalysts.Controlled hydrogenation of the resulting allylated derivatives affords pyrones with saturated chains at C-3.Allylic alkylations occur with retention of configuration at the allylic center, probably through a reversible kinetically favored O-alkylation.
Synthesis of Homoallylic Alcohols from Allylic Phosphates and Aldehydes with Organoaluminum Reagent Containing Al-Sn Linkage
Matsubara, Seijiro,Wakamatsu, Kuni,Morizawa, Yoshitomi,Tsuboniwa, Noriyuki,Oshima, Koichiro,Nozaki, Hitosi
, p. 1196 - 1199 (2007/10/02)
Treatment of allylic phosphates with the reagent prepared from n-Bu3SnLi and Et2AlCl or from SnF2 and Et2AlCl affords allyltin compounds which react with aldehydes to produce homoallylic alcohols in good yields.The formation of allyltin compounds requires the catalytic amount of Pd(PPh3)4 and proceeds with inversion of the stereochemistry predominantly.
