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1. 发明授权

US06693206B2 Hydrolytic kinetic resolution of epoxides 失效
标题翻译：水解动力学拆分环氧化物
公开(公告)号：US06693206B2
公开(公告)日：2004-02-17
申请号：US10225869
申请日：2002-08-22
申请人： Yi Liu , Marcello DiMare , Salvatore Anthony Marchese , Eric N. Jacobsen , Serge Jasmin
发明人： Yi Liu , Marcello DiMare , Salvatore Anthony Marchese , Eric N. Jacobsen , Serge Jasmin
IPC分类号： C07D30132
CPC分类号： C07D303/48 , C07B2200/07 , C07C27/00 , C07C29/106 , C07C2523/75 , C07D301/32 , C07D303/04 , C07D303/08 , C07C33/26 , C07C31/205 , C07C31/42
摘要： The present invention provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction. The process includes the step of contacting oxygen and mixture including a racemic chiral epoxy compound, a non-racemic Co(II) complex catalyst, an aromatic carboxylic acid and water, at a temperature and length of time sufficient to produce a mixture of said non-racemic chiral diol and said non-racemic chiral epoxy compound. The present invention also provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction. This process includes the step of: contacting a racemic chiral epoxy compound and water in the presence of a non-racemic complex of Co(III) having an aryl carboxylate counter-anion, at a temperature and length of time sufficient to produce a mixture of said non-racemic chiral diol and said non-racemic chiral epoxy compound.
摘要翻译：本发明提供了通过水解动力学拆分反应制备对映体富集的非外消旋手性二醇和对映体富集的非外消旋手性环氧化合物的方法。该方法包括使氧气和包含外消旋手性环氧化合物，非外消旋Co（II）配合物催化剂，芳族羧酸和水）的混合物的温度和时间长度足以产生所述非 - - 外消旋手性二醇和所述非外消旋手性环氧化合物。本发明还提供了通过水解动力学拆分反应制备对映体富集的非外消旋手性二醇和对映体富集的非外消旋手性环氧化合物的方法。该方法包括以下步骤：在具有芳基羧酸酯阴离子的Co（III）的非外消旋配合物的存在下，在足以产生以下物质的混合物的温度和时间长度下，使外消旋手性环氧化合物和水接触所述非外消旋手性二醇和所述非外消旋手性环氧化合物。

2. 发明授权

US06639087B2 Kinetic resolution method 失效
标题翻译：动力分辨法
公开(公告)号：US06639087B2
公开(公告)日：2003-10-28
申请号：US10225902
申请日：2002-08-22
申请人： Jay F. Larrow , Serge Jasmin , Yi Liu , Marcello Di Mare
发明人： Jay F. Larrow , Serge Jasmin , Yi Liu , Marcello Di Mare
IPC分类号： C07D30132
CPC分类号： C07D301/32 , C07B2200/07 , C07C27/00 , C07C29/106 , C07C2523/75 , C07D303/04 , C07D303/08 , C07D303/48 , Y02P20/584 , C07C31/36 , C07C31/42 , C07C33/26
摘要： A method for stereoselective chemical synthesis, includes the steps of: (A) reacting a nucleophile and chiral or prochiral cyclic subtrate, said substrate comprising a carbocycle or a heterocycle having a reactive center susceptible to nucleophilic attack by the nucleophile, in the presence of a chiral non-racemic catalyst to produce a product mixture comprising a stereomerically enriched product wherein the product mixture further comprises a catalyst residue, at least a portion of the catalyst residue is in a first oxidation state, and the catalyst residue in the first oxidation state is active in catalyzing degradation of the stereoisomerically enriched product, and (B) chemically or electochemically changing the oxidation state of the catalyst residue from the first oxidation state to a second oxidation state, wherein catalyst residue in the second oxidation state is less active in catalyzing degradation of the stereoisomerically enriched product than is catalyst residue in the first oxidation state. The method reduces erosion of the chiral purity of the stereoisomerically enriched product and reduces the chemical transformation to side products of the stereoisomerically enriched product and co-product(s). The deactivated catalyst is recoverable and recyclable.
摘要翻译：一种用于立体选择性化学合成的方法包括以下步骤：（A）使亲核试剂和手性或前手性环状残留物反应，所述底物包含具有易受亲核试剂亲核攻击的反应性中心的碳环或杂环，手性非外消旋催化剂以产生包含立体富集产物的产物混合物，其中产物混合物还包含催化剂残余物，至少一部分催化剂残余物处于第一氧化态，第一氧化态的催化剂残余物为有效催化立体异构体富集产物的降解，和（B）将催化剂残余物从第一氧化态的氧化态化学或电化学地改变为第二氧化态，其中在第二氧化态的催化剂残余物在催化降解中的活性较低的立体异构体富集产物比冷杉中的催化剂残余物 st氧化态。该方法减少了立体异构体富集产物的手性纯度的侵蚀，并减少了立体异构富集的产物和副产物的副产物的化学转化。失活的催化剂是可回收和可回收的。

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