124838-72-8Relevant articles and documents
CHIRAL COMPLEX-FORMING AGENTS AND TRANS-PHASE TRANSFER AGENTS. 5. 3S-HYDROXY-1-ALKYLQUINUCLIDINIUM SALTS AND THEIR PROPERTIES.
Esikova, I. A.,Serebryakov, E. P.
, p. 1682 - 1690 (2007/10/02)
Synthesized 3-hydroxy- and 3-benzyloxy-1-benzylquinuclidinium salts are in their catalytic activity comparable to benzyl(triethyl)ammonium chloride and are inferior to catalysts of the tetraalkylammonium type.The asymmetry-induced capability of chiral 3-hydroxy-1-alkylquinuclidinium salts is considerably inferior to the asymmetry-induced capability of the conformationally mobile N-benzylquininium chloride, which indicates the dependence of the asymmetric induction on the possibility of the approach of the β-hydroxylic group and the ammonium center of the catalyst in the transition state of the reaction.