Tetrahedron p. 507 - 516 (1989)
Update date:2022-08-04
Topics:
Normant, J. F.
Alexakis, A.
Ghribi, A.
Mangeney, P.
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.
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