76636-12-9Relevant 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%).
