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    Chiral compounds
    3.
    发明授权
    Chiral compounds 失效
    手性化合物

    公开(公告)号：US4343935A

    公开(公告)日：1982-08-10

    申请号：US166837

    申请日：1980-07-08

    申请人： Dale A. Laidler ,  David J. Milner

    发明人： Dale A. Laidler ,  David J. Milner

    IPC分类号： B01J31/00 ,  C07B61/00 ,  C07D213/53 ,  C07D405/12 ,  C07D405/14 ,  C07H15/12 ,  C07H15/26

    CPC分类号： C07D213/53 ,  C07H15/12

    摘要： Chiral Schiff bases, and transition metal complexes thereof, of formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3, which may be the same ordifferent, are hydrogen, alkyl, aralkyl, aryl, alkaryl, a substituent containing a hetero atom, or two of R.sup.1, R.sup.2 and R.sup.3 together with the pyridine ring from fused system, R.sup.4 and R.sup.5 which may be the same or different, are hydrogen, lower alkyl, or, where n is 1, may with the pyridine ring to which CR.sup.4 R.sup.5 is attached form a fused system, R.sup.6 is hydrogen, alkyl, aralkyl, aryl or alkaryl, n is 0, 1 or 2 and J and K, which may be the same or different, are groups of the formulae: ##STR2## in which C* is an asymmetric carbon atom, and R.sup.7 and R.sup.8, which may be the same or different, are alkyl, aralkyl, aryl or alkaryl, or ##STR3## in which at least the ring carbon atom to which the iminyl nitrogen atom is attached is asymmetric, at least one of the carbon atoms adjacent the said ring carbon atom bears a hydroxyl group, R.sup.9 and R.sup.14, which may be the same or different, are hydrogen or lower alkyl, R.sup.10 is hydrogen, or lower alkyl, or together with R.sup.15 forms a divalent hydrocarbyl group, R.sup.11 is hydrogen, a sugar residue, or --CH.sub.2 OR.sup.15 in which R.sup.15 is hydrogen, lower alkyl or together with R.sup.10 forms a divalent hydrocarbon group, R.sup.12 is hydrogen or --CH.sub.2 OR.sup.15 in which R.sup.15 is hydrogen, or a lower alkyl, R.sup.13 is hydrogen, OR.sup.1, or a sugar residue, provided that both R.sup.12 and R.sup.13 are not hydrogen, m is 0, 1 or 2, p is 0 or 1 provided that m plus p is 0, 1, 2 or 3. The transition metal is for example copper (II), chromium (II), manganese (II), iron (II), cobalt (II), nickel (II) or palladium (II). The aforesaid complexes may be used as catalysts in the cyclopropanation of olefins by diazoacetates to form insecticide or insecticide precursors.

    摘要翻译： 手性席夫碱及其过渡金属配合物，其分子式为：其中R 1，R 2和R 3可以相同，可以是氢，烷基，芳烷基，芳基，烷芳基，含有杂原子的取代基，或两个 的R 1，R 2和R 3与来自稠合体系的吡啶环一起可以相同或不同的R 4和R 5是氢，低级烷基，或者其中n是1，可以与CR 4 R 5连接的吡啶环形成 稠合体系，R6是氢，烷基，芳烷基，芳基或烷芳基，n是0,1或2，并且可以相同或不同的J和K是下式的基团：其中C *是 不对称碳原子和可以相同或不同的R 7和R 8是烷基，芳烷基，芳基或烷芳基或其中至少与亚氨基氮原子连接的环碳原子不对称的“ 与所述环碳原子相邻的碳原子中的至少一个具有羟基，可以相同或不同的R 9和R 14为h 低级烷基或低级烷基，R 10为氢或低级烷基，或与R 15一起形成二价烃基，R 11为氢，糖残基或-CH 2 OR 15，其中R 15为氢，低级烷基或与R 10一起形成二价烃 基团，R 12是氢或-CH 2 OR 15，其中R 15是氢，或低级烷基，R 13是氢，OR 1或糖残基，条件是R 12和R 13都不是氢，m是0,1或2，p是 0或1，条件是m + p为0,1,2或3.过渡金属为例如铜（II），铬（II），锰（II），铁（II），钴（II） II）或钯（II）。 上述络合物可以用作催化剂，通过重氮乙酸酯将烯烃环丙烷化形成杀虫剂或杀虫剂前体。

    Chiral amino-alcohol complexes
    4.
    发明授权
    Chiral amino-alcohol complexes 失效
    手性氨基醇复合物

    公开(公告)号：US4383112A

    公开(公告)日：1983-05-10

    申请号：US167158

    申请日：1980-07-08

    申请人： Dale A. Laidler ,  David J. Milner

    发明人： Dale A. Laidler ,  David J. Milner

    IPC分类号： B01J31/00 ,  C07B61/00 ,  C07D207/09 ,  C07D207/32 ,  C07D207/323 ,  C07D213/53 ,  C07D215/12 ,  C07F11/00 ,  C07F15/04 ,  C07D213/00 ,  C07D215/00

    CPC分类号： C07D207/323 ,  C07D213/53 ,  C07D215/12

    摘要： Chiral Schiff bases according to the general formula: ##STR1## and transition metal complexes thereof, wherein C.sup.* is an asymmetric carbon atom, R.sup.1 and R.sup.2, which may be the same or different are alkyl, aralkyl, aryl or alkaryl, R.sup.3 is hydrogen, alkyl, aralkyl, aryl or alkaryl, R.sup.4 and R.sup.5, which may be the same or different, are hydrogen or lower alkyl or, where n is 1, may with the cyclic ring to which CR.sup.4 R.sup.5 is attached form a fused system, J is a chain of 3 or 4 atoms which may all be carbon atoms or may be a mixture of carbon atoms and one or more hetero atoms which may be the same or different, which chain with the group C K forms an aromatic system, K is nitrogen, ##STR2## or --NH--, L, each of which may be the same or different, represents a substituent attached to a carbon atom in the chain J and is hydrogen, alkyl, aralkyl, alkaryl, aryl or a substituent containing a hetero-atom; or two L's together with the cyclic ring to which they are attached form a fused system, n is 0, 1 or 2, m is the number of carbon atoms in the chain J. The transition metal is for example copper (II), chromium (II), manganese (II), iron (II), cobalt (II) nickel (II) or palladium (II). The aforesaid complexes may be used as catalysts in the cyclopropanation of olefins by diazoacetates to form insecticide or insecticide precursors.

    摘要翻译： 手性席夫碱，其通式为：其中C *为不对称碳原子，其中R 1和R 2可以相同或不同，为烷基，芳烷基，芳基或烷芳基，R 3为氢 烷基，芳烷基，芳基或烷芳基，R 4和R 5可以相同或不同，为氢或低级烷基，或其中n为1，可以与CR4R5连接的环上形成稠合体系，J为 3或4个原子的链可以全部是碳原子，或者可以是碳原子和一个或多个可以相同或不同的杂原子的混合物，该基团与基团CK形成芳族体系，K是氮， 或者-NH-，L各自可以相同或不同，表示连接在J链上的碳原子上的取代基，是氢，烷基，芳烷基，烷芳基，芳基或含杂原子的取代基， 原子; 或两个L 3与它们所连接的环状基团一起形成稠合体系，n为0,1或2，m为链J中的碳原子数。过渡金属为例如铜（II），铬 （II），锰（II），铁（II），钴（II）镍（II）或钯（II）。 上述络合物可以用作催化剂，通过重氮乙酸酯将烯烃环丙烷化形成杀虫剂或杀虫剂前体。

    Chiral sugar complexes
    6.
    发明授权
    Chiral sugar complexes 失效

    公开(公告)号：US4350811A

    公开(公告)日：1982-09-21

    申请号：US166838

    申请日：1980-07-08

    申请人： David Holland ,  David J. Milner

    发明人： David Holland ,  David J. Milner

    IPC分类号： C07C69/608 ,  C07F1/00 ,  C07H15/12 ,  C07H15/18 ,  C07H15/26 ,  C07H17/02 ,  C07H17/04 ,  C07H23/00

    CPC分类号： C07H15/12 ,  C07F1/005

    摘要： Chiral Schiff bases according to the general formula: ##STR1## and chiral transition metal complexes thereof, wherein at least the carbon atom of the monosaccharide to which the iminyl nitrogen atom is attached is asymmetric, and at least one of the carbon atoms adjacent the aforesaid carbon atom bears a hydroxyl group, R.sup.1 and R.sup.6 which may be the same or different, are hydrogen or lower alkyl, R.sup.2 is hydrogen, or lower alkyl or together with R.sup.10 forms a divalent hydrocarbon group, R.sup.3 is hydrogen, a sugar residue, or --CH.sub.2 OR.sup.10 in which R.sup.10 is hydrogen, lower alkyl or together with R.sup.2 forms a divalent hydrocarbon group, R.sup.4 is hydrogen or --CH.sub.2 OR.sup.10 in which R.sup.10 is hydrogen, or a lower alkyl, R.sup.5 is hydrogen, OR.sup.1 or a sugar residue, provided that both R.sup.4 and R.sup.5 are not hydrogen, R.sup.7 and R.sup.8 which may be the same or different, are hydrogen, or lower alkyl, or where p is 1, may with the cyclic ring to which CR.sup.7 R.sup.8 is attached form a fused system, R.sup.9 is hydrogen, alkyl, aralkyl, aryl or alkaryl, J is a chain of 3 or 4 atoms which with the group C A forms an aromatic system, which atoms may be carbon atoms or may be a mixture of carbon and one or more hetero atoms which may be the same or different, A is nitrogen, or ##STR2## or --NH--, L each of which may be the same or different, represents a substituent attached to a carbon atom in the chain J and is hydrogen, an alkyl group, aralkyl group, aryl, alkaryl or a substituent containing a hetero-atom; or two L's together with cyclic group to which they are attached form a fused system, m is 0 or 1, n is 0, 1 or 2, provided that n plus m is 0, 1, 2 or 3, p is 0, 1 or 2 and q is the number of carbon atoms in the chain J. The transistion metal is for example copper (II), chromium (II), manganese (II), iron (II), cobalt (II), nickel (II) or palladium (II). The aforesaid complexes may be used as catalysts in the cyclopropanation of olefins by diazoacetates to form insecticide or insecticide precursors.

    Preparation of cyclopropane carboxylic acid esters
    7.
    发明授权
    Preparation of cyclopropane carboxylic acid esters 失效
    制备环丙烷羧酸酯

    公开(公告)号：US4332962A

    公开(公告)日：1982-06-01

    申请号：US238950

    申请日：1981-02-27

    申请人： David J. Milner ,  David Holland

    发明人： David J. Milner ,  David Holland

    IPC分类号： C07C69/74 ,  B01J27/00 ,  B01J27/12 ,  B01J31/00 ,  B01J31/04 ,  C07B61/00 ,  C07C59/00 ,  C07C67/00 ,  C07C67/30 ,  C07C69/743 ,  C07D307/45

    CPC分类号： C07C2101/02

    摘要： Process for the preparation of 3(2,2-dihalovinyl)-2,2-dimethyl cyclopropane carboxylic acids, especially permethrin acid ethyl ester, by reacting a diazoacetic acid ester with a 1,1-dihalo-4-methyl-1,3-pentadiene in the presence of a catalyst comprising a divalent rhodium salt of a carboxylic acid or borofluoric acid. The products have improved yields and better cis/trans isomer ratios than when the more common catalysts, e.g. copper-bronze, are used.

    摘要翻译： 制备3（2,2-二卤代乙烯基）-2,2-二甲基环丙烷羧酸，特别是氯菊酯酸乙酯的方法是使重氮乙酸酯与1,1-二卤代-4-甲基-1,3- - 戊二烯在包含羧酸或硼氟酸的二价铑盐的催化剂存在下进行。 与更常见的催化剂，例如，较好的催化剂相比，产物具有提高的产率和更好的顺式/反式异构体比例。 铜青铜被使用。

    Process for the preparation of alkyl furans
    10.
    发明授权
    Process for the preparation of alkyl furans 失效
    制备烷基呋喃的方法

    公开(公告)号：US4323509A

    公开(公告)日：1982-04-06

    申请号：US262775

    申请日：1981-05-11

    申请人： David J. Milner

    发明人： David J. Milner

    IPC分类号： B01J27/00 ,  B01J27/10 ,  C07D307/36 ,  C07D307/28

    CPC分类号： C07D307/36 ,  B01J27/10

    摘要： A process for the preparation of alkyl furans which comprises reacting furan with an alkyl halide in the presence of iron (III) oxide and an iron (II) halide or iron (III) halide as catalyst.

    摘要翻译： 一种制备烷基呋喃的方法，其包括在氧化铁（III）和卤化铁（II）或卤化铁（III）作为催化剂的情况下使呋喃与烷基卤化物反应。