Shen, Di, Poole, Darren L., Shotton, Camilla C., Kornahrens, Anne F., Healy, Mark and Donohoe, Timothy J. (3276) Hydrogen borrowing and interrupted hydrogen borrowing reactions of ketones and methanol, catalysed by iridium. Angewandte Chemie International Edition , 54 (5). pp. 1642-1645. ISSN 14337851

Abstract

We report herein the use of catalytic [Ir(cod)Cl]2 to facilitate hydrogen borrowing reactions of ketone enolates with methanol at 65 oC. The use of an oxygen atmosphere accelerates the process and, when combined with the use of a bulky monodentate phosphine ligand, interrupts the catalytic cycle by preventing enone reduction. Subsequent addition of pro-nucleophiles to the reaction mixture has allowed a one-pot methylenation/conjugate addition protocol to be developed, which greatly expands the range of products that can be made via this type of methodology.

Item Type:	Article
Date Deposited:	24 Jun 2016 23:45
Last Modified:	24 Jun 2016 23:45
URI:	https://oak.novartis.com/id/eprint/23995