Catalytic Asymmetric Reduction of Prochiral Ketones with Chiral β-Amino Alcohol N-Boranes and the Corresponding Tris(oxazaborolidine)borazines
作者:Kyriakos Papadopoulos、Georgios Vougioukalakis、Afroditi Pinaka、Dimitra Dimotikali、Bezhan Chankvetadze
DOI:10.1055/s-0033-1339943
日期:——
Chiral β-amino alcohol-derived N -borane catalysts, namely noncyclic ( 2S )- and ( 2R )-2-amino-2-phenylethanol N -borane and their corresponding cyclic trimeric borazine derivatives, were synthesized and their catalytic activities in the asymmetric reduction of prochiral ketones were examined. Both the noncyclic and cyclic catalysts successfully catalyzed this reaction, giving the desired secondary
合成了手性β-氨基醇衍生的N-硼烷催化剂,即非环状( 2S )-和( 2R )-2-氨基-2-苯基乙醇N-硼烷及其相应的环状三聚硼嗪衍生物,并在不对称结构中具有催化活性。检查了前手性酮的减少。非环状和环状催化剂均成功催化了该反应,以高达 82% 的分离产率和高达 80% 的对映选择性得到所需的仲醇。非环催化剂在水性和有机溶剂中稳定,而多环环硼氮烷仅在非质子干燥有机溶剂中稳定。