烯烃不对称双羟化反应(Asymmetric Dihydroxylation,简称AD反应)和不对称氨羟化反应(Asymmetric Aminohydroxylation,简称从反应)是获得手性连二醇和手性卢一氨基醇的最简便的方法。这两类手性化合物在药物合成和精细化工产品合成中应用非常广泛,它们是合成紫杉醇、美托洛尔、沙丁胺醇和氨基酸等多种手性药物的重要的中间体。但目前AD和AA反应并未用于工业化生产,其原因之一是手性配体价格昂贵并难以制备。
A new ligand, 3,6-his ( 9-O-quinidine ) pyridazine ( ( QD ) 2 PYDZ ), was synthesized from quinidine and 3,6-diehloropyr- idazine under mild condition. It can be purified by recrystallization to give the yield of 73%. The use of(QD)2 PYDZ in asymmetric dihydroxylation(AD) of oleltlns provided the corresponding chiral vicinal diols with 88 - 95% chemical yield and the values of enantiomeric excess (ess) are between 75 % and 99 %. Meanwhile, chiral β-amino alcohols with excellent eantioselectivity and regioselec- tivity were also achieved when the asymmetric aminohydruxylation (AA)of olefins were catalyzed by the complex (QD)2PYDZ - Os04. Their chemical yields ranged from 52% to 63%. In addition,during the AD reaction of ethyl trans-einnamate, (QD)2PYDZ can be recovered and reused for five runs without any signililcant loss in its catalytic efficiency.