92934-83-3Relevant articles and documents
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.