Capillary electrophoresis as a practical tool in the study of novel rigid amino alcohols derived from (+)-camphor for catalytic enantioselective addition of organozincs to aldehydes

Abstract

The preparation and catalytic potential of a camphor derivative, 1,7,7-trimethyl-3-(pyrid-2-ylmethyl)bicyclo- [2.2.1]heptan-2-ol, were investigated. The potential of this novel camphor-based 4-amino alcohol to control the addition of organozincs to aldehydes was of particular interest. Several spectroscopic and analytical methods were applied, and major focus was placed on the data obtained by capillary electrophoresis and capillary electrophoresis-electrospray ionization-mass spectrometry; the latter proved to be a fast, reliable and applicable tool in the study of these novel organic synthesis products. The new 4-amino alcohol, 1,7,7-trimethyl-3-(pyrid-2-ylmethyl)bicyclo[2.2.1]heptan-2-ol, was shown to work well as a catalyst in the enantioselective addition of diethylzinc to benzaldehyde.