94559-03-2Relevant articles and documents
Preparation of Optical Active 2-(Aryloxy)propionic Acids by Kinetic Resolution. - Herbizides
Salz, Ulrich,Ruechardt, Christoph
, p. 3457 - 3462 (2007/10/02)
2-(Aryloxy)propionic anhydrides 2 were transformed with 70-90percent stereoselectivity into the R,S- or S,R-diastereomeric esters 4, respectively, on reaction with stoichiometric amounts of optical active 1-(4-pyridyl)ethanol (3).The acid 1 set free in one mol equivalent during this reaction was mainly the other enantiomer in 62-72percent optical yields.By treatment with boiling acetic anhydride and pyridine the acid 1 is transformed back into racemic anhydride 2.The ester 4 was hydrolyzed with aqueous acid to optical active 1 with regeneration of the optical active alcohol 3.In this way a quantitative transformation of racemic acids 1 into that enantiomer which is an active herbizide is possible using 3 as optical active auxiliary material.