NOVEL USE OF ARYLPHOSPHORIC ACID DERIVATIVES AS CATALYST

    公开(公告)号:EP3323802A1

    公开(公告)日:2018-05-23

    申请号:EP16199439.7

    申请日:2016-11-18

    IPC分类号: C07C45/51

    摘要: The present invention is directed towards a process for the manufacture of gamma,delta-unsaturated ketones of the general formula (III)

    by reacting a tertiary vinyl carbinol of the general formula (I) with an isopropenyl alkyl ether of the general formula (II) in the presence of a catalyst of the general formula (IV),

    wherein R 1 and R 6 are independently from each other either methyl or ethyl, R 3 is methyl,
    R 2 is selected from the group consisting of methyl, ethyl, homoprenyl, homogeranyl, homoneryl, homofarnesyl, and homosolanesyl, and R 4 and R 5 are independently from each other selected from the group consisting of hydrogen and aryl, or R 4 and R 5 form together 1,1'-binaphthyl-2,2'-diyl or mono-, di-, tri- or tetra-substituted 1,1'-binaphthyl-2,2'-diyl of formula V, whereby R A and R A' are independently from each other selected from the group consisting of methyl, phenyl, 4-nitrophenyl, 4-trifluoromethylphenyl, 3,5-bis(trifluoromethyl)phenyl, 9-anthracenyl and 2,4,6-trimethylphenyl, and R B and R B' are independently from each other selected from the group consisting of bromo, iodo, nitro, phenyl, methoxy and 3,5-bis(trifluoromethyl)phenyl,

    with the proviso that at least one of R 4 and R 5 is not hydrogen.
    The present invention is also directed towards the reaction mixture as such, i.e. the mixture of the compound of formula (I), the compound of formula (II) and the catalyst of formula (IV).

    FORMATION OF CHIRAL 4-CHROMANONES USING CHIRAL PYRROLIDINES IN THE PRESENCE OF ACIDS
    69.
    发明授权
    FORMATION OF CHIRAL 4-CHROMANONES USING CHIRAL PYRROLIDINES IN THE PRESENCE OF ACIDS 有权
    PRODUCTION CHIRAL -4-苯并二氢吡喃的使用手性吡咯烷在酸的存在下

    公开(公告)号:EP3016939B1

    公开(公告)日:2017-03-29

    申请号:EP14735947.5

    申请日:2014-07-03

    IPC分类号: C07D311/22

    CPC分类号: C07D311/22 C07B2200/09

    摘要: The present invention relates to a synthesis of chromanones or chromanes in a stereospecific matter in view of the 2-position in the chromanone or chromane ring. It has been found that this synthesis is particularly possible in the presence of a chiral compound of a specific type and of at least one Bransted acid or in the presence a specific chiral compound having a Bransted acid functional group in the molecule.

    摘要翻译: 本发明涉及二氢吡喃或色满的在视图中苯并二氢吡喃或环2位上的立体有择物质的合成。 已经发现thatthis合成是特别可能在特定类型的手性化合物的存在和至少一个布朗斯台德酸的或在存在在分子中具有布朗斯台德酸官能团的特定的手性化合物。

    FORMATION OF CHIRAL 4-CHROMANONES USING CHIRAL PYRROLIDINES IN THE PRESENCE OF PHENOLS OR THIOPHENOLS
    70.
    发明公开
    FORMATION OF CHIRAL 4-CHROMANONES USING CHIRAL PYRROLIDINES IN THE PRESENCE OF PHENOLS OR THIOPHENOLS 有权
    PRODUCTION CHIRAL -4-苯并二氢吡喃的使用手性吡咯烷IN酚或苯硫酚的存在

    公开(公告)号:EP3016940A1

    公开(公告)日:2016-05-11

    申请号:EP14735948.3

    申请日:2014-07-03

    IPC分类号: C07D311/22

    CPC分类号: C07D311/22 C07B2200/09

    摘要: The present invention relates to a synthesis of chromanones or chromanes in a stereospecific matter in view of the 2-position in the chromanone or chromane ring. It has been found that this synthesis is particularly possible in the presence of a chiral compound of formula of a specific type and of at least one phenol or thiophenol.

    摘要翻译: 本发明涉及二氢吡喃或色满的在视图中苯并二氢吡喃或环2位上的立体有择物质的合成。 已经发现thatthis合成是特别可能在特定类型的式的手性化合物的存在和至少一种酚或苯硫酚的。