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    Process for the carbonylation of a conjugated diene
    2.
    发明授权
    Process for the carbonylation of a conjugated diene 失效
    共轭二烯的羰基化方法

    公开(公告)号：US06835850B2

    公开(公告)日：2004-12-28

    申请号：US10381040

    申请日：2003-08-25

    Applicant: Eit Drent ,  Willem Wabe Jager ,  Otto Erik Sielcken ,  Imre Toth

    Inventor： Eit Drent ,  Willem Wabe Jager ,  Otto Erik Sielcken ,  Imre Toth

    IPC: C07C6736

    CPC classification number: B01J31/04 ,  B01J31/2428 ,  B01J31/248 ,  B01J2231/321 ,  B01J2531/824 ,  C07C67/38 ,  C07C69/533

    Abstract: Process for the carbonylation of a conjugated diene by reacting the conjugated diene with carbon monoxide and an hydroxyl group containing compound in the presence of a catalyst system based on: (a) a source of palladium cations, (b) a diphosphine ligand, and (c) a source of anions, wherein the diphosphine ligand is a ligand having the general formula I wherein x1 and x2 represent a cyclic group with at least 5 ring atoms, of which one is a phosphorus atom, and R represents a bivalent aliphatic bridging group, connecting both phosphorus atoms, containing from 2 to 4 atoms in the bridge, which is substituted with at least one substituent or R represents a phenyl group with both phosphorus groups bound to the 1,2-position.

    Abstract translation: 通过在催化剂体系的存在下使共轭二烯与一氧化碳和含羟基的化合物反应来共轭二烯羰基化的方法，其基于：（a）钯阳离子源，（b）二膦配体和（ c）阴离子源，其中二膦配体是具有通式I的配体，其中x 1和x 2表示具有至少5个环原子的环状基团，其中一个是磷原子，R 代表二价脂肪族桥连基团，其连接两个在原子团中含有2至4个原子的磷原子，该原子被至少一个取代基取代，或R表示两个磷键与1,2-位相结合的苯基。

    Diphosphine ligands
    5.
    发明申请
    Diphosphine ligands 审中-公开
    二膦配体

    公开(公告)号：US20100029967A1

    公开(公告)日：2010-02-04

    申请号：US12308941

    申请日：2007-06-29

    Applicant: Benoit Pugin ,  Xiangdong Feng ,  Felix Spindler

    Inventor： Benoit Pugin ,  Xiangdong Feng ,  Felix Spindler

    IPC: C07F15/00

    CPC classification number: C07F17/00 ,  B01J31/2295 ,  B01J31/2409 ,  B01J31/2428 ,  B01J2231/643 ,  B01J2231/645 ,  B01J2531/16 ,  B01J2531/17 ,  B01J2531/18 ,  B01J2531/821 ,  B01J2531/822 ,  B01J2531/824 ,  B01J2531/825 ,  B01J2531/827 ,  B01J2531/842 ,  B01J2531/845 ,  B01J2531/847 ,  C07B53/00 ,  C07F17/02

    Abstract: Compounds of the formulae I and Ia in the form of mixtures of diastereomers or pure diastereomers, (I), (Ia), where R1 is a hydrogen atom or C1-C4-alkyl and R′1 is C1-C4-alkyl; X1 and X2 are each, independently of one another, a sec-phosphino group; T is C6-C20-arylene or C4-C18-heteroarylene having heteroatoms selected from the group consisting of O, S, —N═ and N(C1-C4-alkyl); v is 0 or an integer from 1 to 4; X1 is bound in the ortho position relative to the T-C* bond; Q is vinyl, methyl, ethyl, —CH2—OR, —CH2—N(C1-C4-alkyl)2 or a C- or S-bonded chiral group which directs metals of metallation reagents into the ortho position; R is hydrogen, a silyl radical or an aliphatic, cycloaliphatic, aromatic or aromatic-aliphatic hydrocarbon radical which has from 1 to 18 carbon atoms and is unsubstituted or substituted by C1-C4-alkyl, C1-C4-alkoxy, F or CF3; are ligands for metal complexes as homogeneous catalyst in asymmetric syntheses.

    Abstract translation: 式（I），（Ia），其中R 1是氢原子或C 1 -C 4 - 烷基和R 11是C 1 -C 4 - 烷基的非对映异构体或纯非对映体混合物形式的式I和Ia化合物; X1和X2各自独立地为仲膦基; T是具有选自O，S，-N-和N（C 1 -C 4 - 烷基）的杂原子的C 6 -C 20亚芳基或C 4 -C 18亚杂芳基; v为0或1至4的整数; X1相对于T-C *键的邻位结合; Q是乙烯基，甲基，乙基，-CH 2 -OR，-CH 2 -N（C 1 -C 4烷基）2或C-或S-键合的手性基团，其将金属化试剂的金属引导到邻位; R是氢，具有1至18个碳原子且未被取代或被C 1 -C 4 - 烷基，C 1 -C 4 - 烷氧基，F或CF 3取代的甲硅烷基或脂族，脂环族，芳族或芳族 - 脂族烃基; 是不对称合成中金属络合物作为均相催化剂的配体。

    PREPARATION METHOD FOR TETRA-SUBSTITUTED ALLENOIC ACID COMPOUND BASED ON PALLADIUM CATALYTIC SYSTEM
    7.
    发明公开
    PREPARATION METHOD FOR TETRA-SUBSTITUTED ALLENOIC ACID COMPOUND BASED ON PALLADIUM CATALYTIC SYSTEM 审中-公开

    公开(公告)号：US20240199521A1

    公开(公告)日：2024-06-20

    申请号：US18275291

    申请日：2022-01-19

    Applicant: FUDAN UNIVERSITY

    Inventor： Shengming MA ,  Weifeng ZHENG ,  Hui QIAN

    IPC: C07C51/12 ,  B01J31/02 ,  B01J31/22 ,  B01J31/24 ,  C07C59/52

    CPC classification number: C07C51/12 ,  B01J31/0259 ,  B01J31/2282 ,  B01J31/2428 ,  C07C59/52 ,  B01J2531/004 ,  B01J2531/0205 ,  B01J2531/824

    Abstract: Disclosed in the present invention is a preparation method for a tetra-substituted allenoic acid compound based on a palladium catalytic system, that is, a highly optically active allenoic acid compound having axial chirality is directly constructed in one step by reacting tertiary propargyl alcohol, carbon monoxide and water in an organic solvent under the action of a palladium catalyst, a chiral bisphosphine ligand, an organophosphoric acid, and an organic additive, and the theoretical yield can reach 100%. The method of the present invention is simple to operate, the raw materials and reagents are readily available, the reaction conditions are mild, the substrate universality is wide, the functional group compatibility is good, the reaction has high enantioselectivity (77%˜96% ee), and the reaction is well compatible with complex natural products or substrates of a drug molecular skeleton. The highly optically active allenoic acid compound obtained by the present invention can be used as an important intermediate for constructing a γ-butyrolactone compound containing a tetra-substituted chiral quaternary carbon center, tetra-substituted allenol, tetra-substituted allenal, tetra-substituted allenyl ketone, tetra-substituted allenami de and other compounds.

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