1375005-45-0Relevant academic research and scientific papers
Pyridylmagnesiates: Generation by bromine-metal exchange and enantioselective addition to aldehydes
Catel, Delphine,Payen, Olivier,Chevallier, Floris,Mongin, Florence,Gros, Philippe C.
, p. 4018 - 4028 (2012)
Butyl and dibutylmagnesiates incorporating chiral ligands have been prepared and their reactivity studied. The reagents were efficient to promote the clean bromine-magnesium exchange of azinyl bromides at room temperature and subsequent reaction with aldehydes affording pyridylcarbinols. (R,R)-TADDOL-based dibutylmagnesiate was the best reagent leading to acceptable to good enantioselectivities, depending on the substrate and on the aldehyde substitution. This is the first example of enantioselective addition of in situ generated pyridylmagnesiate to carbonyl electrophiles.
