Iridium-Catalyzed Enantioselective Hydrogenation of Alkenylboronic Esters

被引：47
作者：
Ganic, Adnan [1 ]
Pfaltz, Andreas [1 ]
机构：
[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 22期
基金：
瑞士国家科学基金会;
关键词：
asymmetric catalysis; boron; hydrogenation; iridium; N; P ligands; ASYMMETRIC HYDROGENATION; BORONIC ESTERS; BIPI LIGANDS; HYDROBORATION; OLEFINS; ALKENES; HOMOLOGATION; DERIVATIVES; DIBORON; DIBORATION;
D O I：
10.1002/chem.201200246
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Choose the right ligand: An iridium complex derived from a phosphino-imidazoline ligand is a highly efficient catalyst for the asymmetric hydrogenation of terminal vinyl boronic esters (see scheme). On the other hand, trisubstituted alkenyl-boronates can be reduced with high activity and good to excellent enantioselectivity employing a pyridine-phosphinite ligand. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：6724 / 6728
页数：5
相关论文
共 55 条
  • [1] Phosphoramidite figands for the enantioselective iridium-catalyzed asymmetric hydroboration of meso-bicyclic hydrazines
    Alexakis, A
    Polet, D
    Bournaud, C
    Bonin, M
    Micouin, L
    [J]. TETRAHEDRON-ASYMMETRY, 2005, 16 (22) : 3672 - 3675
  • [2] [Anonymous], 2010, ANGEW CHEM-GER EDIT
  • [3] Asymmetric hydrogenation of unfunctionalized, purely alkyl-substituted olefins
    Bell, S
    Wüstenberg, B
    Kaiser, S
    Menges, F
    Netscher, T
    Pfaltz, A
    [J]. SCIENCE, 2006, 311 (5761) : 642 - 644
  • [4] Regiochemical control of the catalytic asymmetric hydroboration of 1,2-diarylalkenes
    Black, A
    Brown, JM
    Pichon, C
    [J]. CHEMICAL COMMUNICATIONS, 2005, (42) : 5284 - 5286
  • [5] DEVELOPMENT OF A SIMPLE GENERAL PROCEDURE FOR SYNTHESIS OF PURE ENANTIOMERS VIA CHIRAL ORGANOBORANES
    BROWN, HC
    SINGARAM, B
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1988, 21 (08) : 287 - 293
  • [6] VERSATILE ALPHA-PINENE-BASED BORANE REAGENTS FOR ASYMMETRIC SYNTHESES
    BROWN, HC
    RAMACHANDRAN, PV
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1995, 500 (1-2) : 1 - 19
  • [7] THE BORON APPROACH TO ASYMMETRIC-SYNTHESIS
    BROWN, HC
    RAMACHANDRAN, PV
    [J]. PURE AND APPLIED CHEMISTRY, 1991, 63 (03) : 307 - 316
  • [8] Probing electronic effects in the asymmetric Heck reaction with the BIPI ligands
    Busacca, CA
    Grossbach, D
    So, RC
    O'Brien, EM
    Spinelli, EM
    [J]. ORGANIC LETTERS, 2003, 5 (04) : 595 - 598
  • [9] Asymmetric hydrogenation of unsaturated ureas with the BIPI ligands
    Busacca, Carl A.
    Lorenz, Jon C.
    Grinberg, Nelu
    Haddad, Nizar
    Lee, Heewon
    Liang, Zhibin Li Mary
    Reeves, Diana
    Saha, Anjan
    Varsolona, Rich
    Senanayake, Chris H.
    [J]. ORGANIC LETTERS, 2008, 10 (02) : 341 - 344
  • [10] The development of enantioselective rhodium-catalysed hydroboration of olefins
    Carroll, AM
    O'Sullivan, TP
    Guiry, PJ
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (05) : 609 - 631
123456