6460-87-3Relevant academic research and scientific papers
General, Robust, and stereocomplementary preparation of α,β-disubstituted α,β-unsaturated esters
Nakatsuji, Hidefumi,Nishikado, Hiroshi,Ueno, Kanako,Tanabe, Yoo
experimental part, p. 4258 - 4261 (2009/12/28)
An (E)- and (Z)-stereocomplementary preparative method for α,β-disubstituted α,β-unsaturated esters Is performed via three general and robust reaction sequences: (i) TI-Claisen condensation (formylation) of esters to give α-formyl esters (12 examples, 60-99%), (II) (E)- and (Z)-stereocomplementary enol ρ-toluenesulfonylation (tosylation) using TsCI-N-methylimidazole (NMI)-Et3N and LiOH (24 examples, 82-99%), and (iii) stereoretentive Suzuki-Miyaura cross-coupling (18 examples, 64-96%).
The Vilsmeier-Haack Reaction of Isoxazolin-5-ones. Synthesis and Reactivity of 2-(Dialkylamino)-1,3-oxazin-6-ones
Beccalli, Egle M.,Marchesini, Alessandro
, p. 3426 - 3434 (2007/10/02)
The Vilsmeier-Haack reaction on isoxazolin-5-ones gives 2-(dialkylamino)-1,3-oxazin-6-ones, and a reaction path is proposed depending on substitution pattern of the isoxazolin-5-ones studied.A thermal equilibrium between the oxazinones, imino ketenes, and vinyl isocyanates is hypothesized to explain most of the chemical reactivity of the 2-(dialkylamino)-1,3-oxazin-6-ones.
