title: Chelation-assisted transformation: synthesis of 1,4-dicarboxylate esters by the Rh-catalyzed carbonylation of internal alkynes with pyridin-2-ylmethanol.
abstract: The reaction of internal alkynes 1 with CO and pyridin-2-ylmethanol (2) in the presence of Rh(4)(CO)(12) results in a double-hydroesterification leading to 1,4-dicarboxylate esters 3. The reaction does not proceed via two consecutive hydroesterifications of alkynes, but the intermediacy of ketene intermediates is proposed. The coordination of the pyridine nitrogen in 2 to rhodium is essential for the reaction to proceed. [reaction: see text]
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
authors.forename: Satoshi
authors.initials: S
authors.lastname: Inoue
authors.forename: Kazuhiko
authors.initials: K
authors.lastname: Yokota
authors.forename: Hiroto
authors.initials: H
authors.lastname: Tatamidani
authors.forename: Yoshiya
authors.initials: Y
authors.lastname: Fukumoto
authors.forename: Naoto
authors.initials: N
authors.lastname: Chatani