72952-63-7Relevant academic research and scientific papers
HIGHLY SELECTIVE INTRODUCTION OF CONJUGATED DIENES TO GOOD DIENOPHILES, α,β-UNSATURATED CARBONYL COMPOUNDS AND p-QUINONES, WITHOUT FORMATION OF DIELS-ALDER ADDUCT
Naruta, Yoshinori,Nagai, Naoshi,Arita, Yoshihiro,Maruyama, Kazuhiro
, p. 1683 - 1686 (2007/10/02)
The reaction of 2,4-pentadienyltrimethylstannane with α,β-unsaturated carbonyl compounds and p-quinones in the presence of Lewis acid affords the corresponding pentadienylated products in fair to good yield without formation of any Diels-Alder adduct.
(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.
