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手性醇及手性胺化合物被广泛应用于有机合成、材料科学、医药、农用化学及精细化工,酮及亚胺的不对称硼氢化反应为制备该类化合物提供了有效手段.频哪醇硼烷,自1991年被报道以来,作为一种稳定的、商品化的、易定量的有机硼试剂被广泛应用于羰基化合物、亚胺及腈类化合物的还原反应及其机理研究中.在过去5年里,频哪醇硼烷也被应用于不对称硼氢化反应,以制备手性醇及手性胺.按不同的催化剂,如地球丰产过渡金属、主族元素及稀土金属分类,介绍频哪醇硼烷参与的酮和亚胺的不对称催化硼氢化反应.“,”Enantioselective hydroboration of ketones and imines provides a powerful method to access valuable chiral alco-hols and amines which are widely used in organic synthesis,materials science,pharmaceutical,agrochemistry and fine chemi-cal industry.After invented in 1991,pinacolborane(HBpin)as a stable,commercially available and measurably simple reduc-tive reagent has been widely applied in hydroboration of carbonyl derivatives,imines and nitriles and relevant mechanistic investigation.In the past 5 years,HBpin has also been employed for asymmetric catalytic hydroboration(CHB)to access chi-ral alcohols and amines.The enantioselective CHB reactions of ketones and imines using HBpin are outlined according to the classification of different catalysts,such as earth abundant transition metals,main group elements,and rare-earth metals.