title: Tunable and Diastereoselective Brønsted Acid Catalyzed Synthesis of β-Enaminones.
abstract: The Brønsted acid catalyzed Meyer-Schuster reaction of hemiaminals was studied for the stereoselective synthesis of β-enaminones. Hemiaminals were formed from propargyl aldehydes (or the oxidation of propargyl alcohols) and amines in the presence of Brønsted acids. A critical step to control the stereochemistry of the products is the protonation of the corresponding allenol intermediate, which is dictated by the Brønsted acid used, the steric effect of the amine, and the electronic effect of the propargyl aldehyde.
authors.affiliation: Department of Energy Systems Research, Ajou University , Suwon 443-749, Korea.
authors.forename: Ye-Won
authors.initials: YW
authors.lastname: Kang
authors.affiliation: Department of Energy Systems Research, Ajou University , Suwon 443-749, Korea.
authors.forename: Yu Jin
authors.initials: YJ
authors.lastname: Cho
authors.affiliation: Department of Energy Systems Research, Ajou University , Suwon 443-749, Korea.
authors.forename: Seung Jin
authors.initials: SJ
authors.lastname: Han
authors.affiliation: Department of Energy Systems Research, Ajou University , Suwon 443-749, Korea.|Korea Carbon Capture & Sequestration R&D Center, Deajeon 305-343, Korea.
authors.forename: Hye-Young
authors.initials: HY
authors.lastname: Jang