72952-68-2Relevant academic research and scientific papers
Cu-Catalyzed Highly Stereoselective Syntheses of (E)-δ-Vinyl-homoallylic Alcohols
Liu, Jiaming,Su, Bo,Chen, Ming
supporting information, p. 6035 - 6040 (2021/08/03)
Stereoselective synthesis of (E)-δ-vinyl-homoallylic alcohols was developed. Starting from α-vinyl allylboronate, Cu-catalyzed allylation of aldehydes or ketones forms secondary or tertiary δ-vinyl-homoallylic alcohols with high E-selectivities. It is pro
(2,4-Pentadienyl)trimethylsilane: A Useful Pentadienylation Reagent
Seyferth, Dietmar,Pornet, Jacques
, p. 1721 - 1722 (2007/10/02)
Pentadienyllithium reacts with trimethylchlorosilane to give (2,4-pentadienyl)trimethylsilane, Me3SiCH2CH=CHCH=CH2, as the exclusive product.This silane reacts with aliphatic and aromatic aldehydes and ketones in the presence of TiCl4 in dichloromethane at -40 deg C to give, after hydrolytic workup, exclusively products of the type RR'C(OH)CH2=CHCH=CH2 in good yield.With α,β-unsaturated carbonyl compounds a TiCl4-induced Diels-Alder reaction of the dienylsilane interferes.
