ChemInform Abstract: β‐Hydroxycarboxylic Acids from Simple Ketones by Carboxylation and Asymmetric Hydrogenation.

Abstract

Hydroxycarboxylic acids (ether carboxylic acids) and esters Q 0450β-Hydroxycarboxylic Acids from Simple Ketones by Carboxylation and Asymmetric Hydrogenation. -The yield of the hydrogenation step and the enantioselectivity are solvent-dependent. The method is industrially advantageous due to the limited number of reactants required, their low-cost and the ability to recycle the DBU reagent and any unused ketone. -(FLOWERS, B. J.; GAUTREAU-SERVICE, R.; JESSOP*, P. G.; Adv. Synth. Catal. 350 (2008) 18, 2947-2958; Dep. Chem., Queen's Univ., Kingston, Ont. K7L 3N6, Can.; Eng.) -Bartels 18-088

Beyond Wishful Thinking and Sweet Dreams

“…The idea of having reduced symmetry could favorably alter the electronic properties around the two rhodium centers. Simple ligand-exchange reactions of Rh 2 A C H T U N G T R E N N U N G (OAc) 4 with other carboxylates such as trifluoroacetate gave higher diastereoselectivity in the cyclopropanation of olefins.…”

“…Jessop introduced a protocol for the synthesis of chiral b-hydroxycarboxylic acids 3 through a two-step sequence of amidine-mediated carboxylation of ketones and ruthenium-catalyzed hydrogenation (Scheme 2). [4] He passed on the baton to Martin Dçring (Karlsruhe Institute of Technology), who gave an overview of the phosgene-free manufacture of aliphatic polycarbonates from carbon dioxide and epoxides and recent improvements with zinc catalysts. [5] Marianna Pierobon (BASF, Ludwigshafen) illustrated the quantitative evaluation of the degree of sustainability of chemical processes.…”