666700-24-9Relevant academic research and scientific papers
Mg-Promoted Regioselective Cross-Coupling of Stilbene Derivatives with Carbonyl Compounds
Yamamoto, Yoshimasa,Kawano, Seiji,Maekawa, Hirofumi,Nishiguchi, Ikuzo
, p. 30 - 36 (2004)
Treatment of stilbene derivatives with aliphatic carbonyl compounds in the presence of trimethylsilyl chloride (TMSCl) and Mg metal in N,N- dimethylformamide (DMF) at room temperature brought about regioselective cross-coupling to give the corresponding phenethyl alcohols in moderate to good yields. These reactions may be initiated through one-electron transfer from Mg metal to the carbon-carbon double bond of stilbene derivatives to give the corresponding anion radical species, which were subjected to electrophilic attack of aliphatic carbonyl compounds followed by fast second electron transfer generating the corresponding α-benzyl anions.
Application of A Recyclable Pseudoephedrine Resin in Asymmetric Alkylations on Solid Phase
Hutchison, Panee C.,Heightman, Tom D.,Procter, David J.
, p. 790 - 801 (2007/10/03)
A pseudoephedrine resin has been successfully employed in asymmetric alkylations on solid phase. Immobilized pseudoephedrine amides are conveniently prepared by the one-step attachment of pseudoephedrine to Merrifield resin through the hydroxyl group and subsequent acylation on nitrogen. Deprotonation and alkylation of the resin-bound amides proceeds smoothly. Ketones and alcohols are cleaved from the resin in high enantiomeric excess and moderate to good overall yield. The parallel, asymmetric solid-phase synthesis of a small library of chiral ketones and alcohols has been carried out to illustrate the utility of the approach. Finally, the pseudoephedrine resin can be conveniently recycled and utilized with no significant loss in the yield or enantiomeric excess of the products.
