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    CATALYST FOR ASYMMETRIC (TRANSFER) HYDROGENATION
    1.
    发明授权
    CATALYST FOR ASYMMETRIC (TRANSFER) HYDROGENATION 有权
    催化剂的不对称氢化

    公开(公告)号：EP1325013B1

    公开(公告)日：2006-09-13

    申请号：EP01950115.4

    申请日：2001-07-06

    申请人： DSM IP Assets B.V.

    发明人： BERG VAN DEN, Michel ,  MINNAARD, Adriaan, Jacobus ,  FERINGA, Ben ,  VRIES DE, Johannes, Gerardus

    IPC分类号： C07F15/00 ,  C07F9/6571 ,  B01J31/18 ,  C07B53/00 ,  C07H9/02

    CPC分类号： C07F15/0073 ,  B01J31/1855 ,  B01J2231/643 ,  B01J2531/821 ,  B01J2531/822 ,  B01J2531/827 ,  C07B53/00 ,  C07B2200/07 ,  C07C67/303 ,  C07F9/657154 ,  C07F15/0046 ,  C07C69/34

    摘要： Catalyst for the asymmetric (transfer) hydrogenation represented by the formula MLaXbSc, where M is a transition metal, to be chosen from rhodium and ruthenium, and X is a counter ion and S is a ligand, a ranges from 0.5 to 3 and b anc c, each independently, range from 0 to 2, and L is a chiral ligand having the formula (1), where Cn together with the two 2 O-atoms and the P-atom forms a substituted or non-substituted ring with 2-4 C-atoms, R?1 and R2¿ each independently represent H, an optionally substituted alkyl, aryl, alkaryl or aralkyl group or may form a (heterocyclic) ring together with the N-atom to which they are bound. And a process for the asymmetric (transfer) hydrogenation of an olefinically unsaturated compound, ketone, imine or oxime derivate in the presence of a hydrogen donor and of a catalyst, use being made of a catalyst represented by formula ML¿a?XbSc, where M is a transition metal, to be chosen from rhodium, iridium and ruthenium, X I a counter ion, S is a ligand, a ranges from 0.5 to 3 and b and c range from 0 to 2, and L is a chiral ligand having the formula (1), where Cn together with the two 2 O-atoms and the P-atom forms a substituted or non-substituted ring with 2-4 C-atoms; and R?1 and R2¿ are as defined above.

    PROCESS FOR A HOMOGENEOUSLY CATALYZED C-C COUPLING REACTION
    4.
    发明公开
    PROCESS FOR A HOMOGENEOUSLY CATALYZED C-C COUPLING REACTION 有权
    VERFAHREN ZU EINER HOMOGEN KATALISIERTEN CC-KUPPLUNGSREAKTION

    公开(公告)号：EP1368287A1

    公开(公告)日：2003-12-10

    申请号：EP02710548.5

    申请日：2002-01-18

    申请人： DSM IP Assets B.V.

    发明人： VRIES DE, Andreas, Hendrikus, Maria ,  VRIES DE, Johannes, Gerardus

    IPC分类号： C07B37/04 ,  C07C67/343 ,  C07C69/738 ,  C07D213/55 ,  C07C253/30 ,  C07C49/258 ,  C07C255/56 ,  C07C205/45 ,  C07C49/255 ,  C07C49/223 ,  C07C49/217 ,  C07C49/235 ,  C07C225/22 ,  C07C25/24 ,  C07C43/215

    CPC分类号： C07C45/68 ,  C07B37/04 ,  C07C17/266 ,  C07C41/30 ,  C07C45/511 ,  C07C67/343 ,  C07C221/00 ,  C07C227/10 ,  C07C253/30 ,  C07C2603/26 ,  C07D213/55 ,  C07C25/24 ,  C07C49/76 ,  C07C49/233 ,  C07C49/84 ,  C07C49/796 ,  C07C69/738 ,  C07C69/65 ,  C07C69/734 ,  C07C69/618 ,  C07C225/22 ,  C07C229/44 ,  C07C255/57 ,  C07C43/202

    摘要： The invention relates to a process for carrying out a homogeneously catalyzed C-C coupling reaction between an optionally substituted (hetero)aromatic bromide compound and a second reactant, which is chosen from the group of olefins in which at least one of the substituents on the olefinic sp2 carbon atoms is a hydrogen atom, and the group of organoboron compounds with the formula Ar-B(OR1)-OR2, where Ar stands for an optionally substituted (hetero)aryl group and R?1 and R2¿ each independently represent H or an alkyl group or, together with the O-atoms to which they are bound and the B-atom, form a ring with 2-5 C-atoms, in the presence of an aprotic dipolar solvent and a base, a palladium salt without a ligand being used as palladium catalyst and the reaction being carried out at a ratio between the quantity of palladium present in the palladium salt and the optionally substituted (hetero)aromatic bromine compound of between 0.00001 and 0.1 mol%, preferably between 0.01 and 0.1 mol%. Preferably the optionally substituted (hetero)aromatic bromide compound contains at least one hetero atom chosen from N, O and S. The second reactant is preferably an optionally substituted, aliphatic olefin with 2-5 carbon atoms, an olefin substituted with a carboxyl group, a carboxyester, a nitrile, an optionally substituted amido group, a nitro group or a halogenated hydrocarbon. In another embodiment the second reactant is preferably an aryl boric acid. As aprotic dipolar solvent dimethylformamide or N-methylpyrrolidinone is preferably chosen.

    摘要翻译： 本发明涉及在任选取代的（杂）芳族溴化物化合物和第二反应物之间进行均匀催化的CC偶联反应的方法，其选自烯烃类中的至少一个取代基 2个碳原子是氢原子，以及具有式Ar-B（OR 1） - OR 2的有机硼化合物的基团，其中Ar表示任选取代的（杂）芳基，R 1 >和R 2各自独立地表示H或烷基，或者与它们所键合的O原子一起形成具有2-5个C原子的环，在非质子存在下 偶极溶剂和碱，不含配体的钯盐用作钯催化剂，反应按钯钯中存在的钯的量和任选取代的（杂）芳族溴化合物的比例在0.00001和 0.1mol％，优选在0.01和0之间 0.1mol％。 优选地，任选取代的（杂）芳族溴化物包含至少一个选自N，O和S的杂原子。第二反应物优选为具有2-5个碳原子的任选取代的脂族烯烃，被羧基取代的烯烃， 羧酯，腈，任选取代的酰胺基，硝基或卤代烃。 在另一个实施方案中，第二反应物优选为芳基硼酸。 优选选择非质子偶极溶剂二甲基甲酰胺或N-甲基吡咯烷酮。

    CHIRAL COMPOUND SUITABLE AS A CATALYST FOR ASYMMETRIC TRANSFER HYDROGENATION
    6.
    发明公开
    CHIRAL COMPOUND SUITABLE AS A CATALYST FOR ASYMMETRIC TRANSFER HYDROGENATION 有权
    作为催化剂应用于不对称转移合适的手性化合物

    公开(公告)号：EP1824868A1

    公开(公告)日：2007-08-29

    申请号：EP05803818.3

    申请日：2005-11-10

    申请人： DSM IP Assets B.V.

    发明人： VRIES DE, Johannes, Gerardus ,  VERZIJL, Gerardus, Karel, Maria ,  VRIES DE, Andreas, Hendrikus, Maria ,  RITLENG, Vincent, Ecole Eur. Chimie, Polym. & Mat. ,  VOELKLIN, Adeline, Marie, Josèphe

    IPC分类号： C07F17/00

    CPC分类号： C07F17/02

    摘要： The invention relates to an enantiomerically enriched chiral compound comprising a transition metal M, which comprises four, five or six coordinating groups of which at least one pair is linked together to form a bidentate ligand, in which M is directly bound via one single σ-bond to a carbon atom of an optionally substituted and/or optionally fused (hetero)aromatic ring of said bidentate ligand and in which M is directly bound to a nitrogen atom of a primary or secondary amino group of said bidentate ligand, thereby forming a metallacycle between said bidentate ligand and the metal M, said metal M being selected from the metals of groups 8 and 9 of the Periodic Table of the Elements, in particular iron, ruthenium, osmium, cobalt, rhodium, or iridium. The chiral compound can be used as a catalyst, preferably in an asymmetric transfer hydrogenation process. The invention further relates to a process for an asymmetric transfer hydrogenation of a prochiral compound in the presence of a hydrogen donor and the chiral compound of the invention comprising a transition metal chosen from the metals of groups 8, 9 and 10 of the Periodic Table, in particular iron, ruthenium, osmium, cobalt, rhodium, iridium, nickel, palladium or platinum as the catalyst.

    PROCESS FOR THE PREPARATION OF ENANTIOMERICALLY ENRICHED ESTERS AND ALCOHOLS
    7.
    发明授权
    PROCESS FOR THE PREPARATION OF ENANTIOMERICALLY ENRICHED ESTERS AND ALCOHOLS 有权
    过程富集的对映体酯类和醇类的

    公开(公告)号：EP1283898B1

    公开(公告)日：2006-05-10

    申请号：EP01932412.8

    申请日：2001-05-21

    申请人： DSM IP Assets B.V.

    发明人： VERZIJL, Gerardus, Karel, Maria ,  VRIES DE, Johannes, Gerardus ,  BROXTERMAN, Quirinus, Bernardus

    IPC分类号： C12P41/00 ,  C12N9/18 ,  B01J23/40

    CPC分类号： C12P41/004

    摘要： Method for the preparation of an enantiomerically enriched ester, in which a mixture of the enantiomers of the corresponding secondary alcohol is subjected, in the presence of an acyl donor, to an enantioselective conversion in the presence of a racemisation catalyst upon which the ester is formed and an acyl donor residue is obtained, and in which the acyl donor residue is irreversibly removed from the phase in which the enantioselective conversion takes place. Preferably the enantioselective conversion is carried out enzymatically and a transfer hydrogenation catalyst is used as racemisation catalyst. The secondary alcohol can be formed in situ from the corresponding ketone, in the presence of a hydrogen donor. It is also possible to use a mixture of the secondary alcohol and the corresponding ketone as substrate. Preferably the acyl donor is chosen so that the acyl donor residue is converted in situ into another compound and/or the acyl donor residue is removed via distillation under reduced pressure. The enantiomerically enriched esters obtained can subsequently be converted into the corresponding enantiomerically enriched alcohols, which are desirable intermediate products in the preparation of liquid crystals, agro chemicals or pharmaceuticals.