140706-22-5Relevant articles and documents
Hammett 13C NMR and X-ray studies of π-allylpalladium phosphinooxazoline chiral ligand complexes
Armstrong, Paul B.,Bennett, Lisa M.,Constantine, Ryan N.,Fields, Jessica L.,Jasinski, Jerry P.,Staples, Richard J.,Bunt, Richard C.
, p. 1441 - 1445 (2005)
The transmission of substituent effects across the palladium center to the allyl carbons is monitored by 13C NMR and X-ray crystallography as a way to probe electronic asymmetry in chiral ligand design. Based on their similar chemical shift trends and X-ray structures, the π-allylpalladium intermediates provide a good model for early transition state reactions, which are less sensitive to electronic perturbations. Hammett analysis supports an electronic basis for enantioselection that increases as the transition state becomes later.
The synthesis of chiral α,β-unsaturated and aryl oxazolines from ketones and arols via their triflates and Pd-catalyzed CO and amino alcohol coupling
Meyers,Robichaud,McKennon
, p. 1181 - 1184 (2007/10/02)
An efficient route to the title compounds was achieved using the triflates of ketones and phenols followed by Pd-catalyzed CO insertion in the presence of chiral amino alcohols. Aryl, vinyl bromides and 2-pyridone also served as useful substrates.
