Cobalt-CatalyzedZtoEGeometrical Isomerization of 1,3-Dienes

被引：11
|
作者：
Wang, Wei [1 ]
He, Shuying [1 ]
Zhong, Yuqing [1 ]
Chen, Jianhui [1 ]
Cai, Cheng [1 ]
Luo, Yanshu [1 ]
Xia, Yuanzhi [1 ]
机构：
[1] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 07期
关键词：
DOUBLE-BOND ISOMERIZATION; ALKENE ISOMERIZATION; PALLADIUM(II)-CATALYZED ISOMERIZATION; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC HYDROGENATION; CATALYZED ISOMERIZATION; PALLADIUM; IRON; COMPLEXES; MECHANISM;
D O I：
10.1021/acs.joc.1c03164
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient cobalt-catalyzed geometrical isomerization of1,3-dienes is described. In the combination of a CoCl2precatalyst with anamido-diphosphine-oxazoline ligand, the geometrical isomerization ofE/Zmixtures of 1,3-dienes proceed in a stereoconvergent manner, affording (E)isomers in high stereoselectivity. This facile transformation features a broadsubstrate scope with good functional group tolerance and could be scaled up to the gram scale smoothly with a catalyst loading of 1mol %.
引用
收藏
页码：4712 / 4723
页数：12
相关论文
共 50 条
  • [21] CODIMERIZATION OF BUTADIENE WITH 1,3-DIENES
    TOLSTIKOV, GA
    DZHEMILEV, UM
    IVANOV, GE
    ZHURNAL ORGANICHESKOI KHIMII, 1975, 11 (05): : 984 - 989
  • [22] ADDITION OF BENZENESELENOL TO 1,3-DIENES
    GABDRAKH.FG
    SAMITOV, YY
    JOURNAL OF GENERAL CHEMISTRY USSR, 1967, 37 (04): : 715 - &
  • [23] THERMAL REARRANGEMENT OF 1,3-DIENES
    WOLINSKY, J
    BAIRD, MD
    CHOLLAR, B
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (14) : 2775 - &
  • [24] DIMERIZATION OF VINYLCYCLOPROPANE AND ITS CODIMERIZATION WITH 1,3-DIENES CATALYZED BY COBALT COMPLEXES
    DZHEMILEV, UM
    KHUSNUTDINOV, RI
    SHCHADNEVA, NA
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1988, 37 (06): : 1192 - 1195
  • [25] CONVERSION OF 1,3-DIENES INTO FURANS
    HARIRCHIAN, B
    MAGNUS, PD
    SYNTHETIC COMMUNICATIONS, 1977, 7 (01) : 119 - 123
  • [26] STUDIES ON THE AUTOOXIDATION OF 1,3-DIENES
    SCHADELI, U
    NEUENSCHWANDER, M
    CHIMIA, 1986, 40 (7-8) : 239 - 241
  • [27] CYCLOADDITION OF DIPHENYLKETENES ON 1,3-DIENES
    HUISGEN, R
    OTTO, P
    TETRAHEDRON LETTERS, 1968, (43) : 4491 - &
  • [28] THE REACTION OF 1,3-DIENES WITH CHLORAL
    DALE, WJ
    SISTI, AJ
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (01) : 81 - 82
  • [29] The Rearrangement of Alkylallenes to 1,3-Dienes
    Al-Jawaheri, Yassir
    Kimber, Marc Colin
    REACTIONS, 2022, 3 (01): : 70 - 86
  • [30] REACTION OF DIETHYLDIHYDROGERMANE WITH 1,3-DIENES
    SALIMGAREEVA, IM
    BOGATOVA, NG
    PANASENKO, AA
    MONAKOV, YB
    YUREV, VP
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1985, 34 (06): : 1272 - 1275
12345