1370729-76-2Relevant academic research and scientific papers
Achiral counterion control of enantioselectivity in a Bronsted acid-catalyzed lactonization
Dobish, Mark C.,Johnston, Jeffrey N.
, p. 6068 - 6071 (2012/05/07)
Highly enantioselective halolactonizations have been developed that employ a chiral proton catalyst-N-iodosuccinimide (NIS) reagent system in which the Bronsted acid is used at catalyst loadings as low as 1 mol %. An approach that modulates the achiral counterion (equimolar to the neutral chiral ligand-proton complex present at low catalyst loadings) to optimize the enantioselection is documented for the first time in this transformation. In this way, unsaturated carboxylic acids are converted to γ-lactones in high yields (up to 98% ee) using commercially available NIS.
