92803-21-9Relevant academic research and scientific papers
BORON FLUORIDE PROMOTED CLEAVAGE OF ACETALS BY ORGANOCOPPER REAGENTS. APPLICATION TO ASYMMETRIC SYNTHESIS
Normant, J. F.,Alexakis, A.,Ghribi, A.,Mangeney, P.
, p. 507 - 516 (2007/10/02)
In the presence of BF3*Et2O, organocopper and cuprate reagents promote the substitution of one alkoxy group of an acetal.Under the same conditions, alkoxy tetrahydropyrans react selectively, by ring cleavage.Chiral cyclic acetals, having a C2 axis of symmetry are diastereoselectively cleaved.The method serves to synthesize chiral secondary alcohols, after the removal of the chiral auxiliary.
ASYMMETRIC CLEAVAGE OF CHIRAL ACETALS BY R2CuLi,BF3 REAGENTS
Ghribi, A.,Alexakis, A.,Normant, J.F.
, p. 3083 - 3086 (2007/10/02)
The title reagents cleave diastereoselectively the acetals derived from various aldehydes and chiral 2-3 butane diol (or higher homologs).This reaction affords an asymetric synthesis of secondary alcohols from an aldehyde and a trivial organolithium reage
