Cu-catalyzed enantioselective conjugate additions of alkyl zinc reagents to unsaturated N-acyloxazolidinones promoted by a chiral triamide phosphane

被引:107
|
作者
Hird, AW [1 ]
Hoveyda, AH [1 ]
机构
[1] Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA
关键词
alkyl metal compounds; asymmetric catalysis; conjugate addition; copper; enantioselectivity;
D O I
10.1002/anie.200390328
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:1276 / 1279
页数:4
相关论文
共 50 条
  • [1] Readily prepared chiral P,N Ligands and their applications in Cu-catalyzed enantioselective conjugate additions
    Hu, YC
    Liang, XM
    Wang, JW
    Zheng, Z
    Hu, XQ
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (11): : 4542 - 4545
  • [2] All-carbon quaternary stereogenic centers by enantioselective Cu-catalyzed conjugate additions promoted by a chiral N-heterocyclic carbene
    Brown, M. Kevin
    May, Tricia L.
    Baxter, Carl A.
    Hoveyda, Amir H.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (07) : 1097 - 1100
  • [3] Stereoselective conjugate addition of mixed organoaluminum reagents to α,β-unsaturated N-acyloxazolidinones derived from carbohydrates
    Elzner, S
    Maas, S
    Engel, S
    Kunz, H
    SYNTHESIS-STUTTGART, 2004, (13): : 2153 - 2164
  • [4] Ferrocene phosphane-carbene ligands in Cu-catalyzed enantioselective 1,4-additions of Grignard reagents to α,β-unsaturated carbonyl compounds
    Csizmadiova, Jana
    Meciarova, Maria
    Almassy, Ambroz
    Horvath, Branislav
    Sebesta, Radovan
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 737 : 47 - 52
  • [6] Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to acyclic aliphatic enones
    Mizutani, H
    Degrado, SJ
    Hoveyda, AH
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (05) : 779 - 781
  • [7] Enantioselective Conjugate Silyl Additions to Cyclic and Acyclic Unsaturated Carbonyls Catalyzed by Cu Complexes of Chiral N-Heterocyclic Carbenes
    Lee, Kang-sang
    Hoveyda, Amir H.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (09) : 2898 - +
  • [8] Highly enantioselective Cu-catalyzed conjugate additions of dialkylzinc reagents to unsaturated furanones and pyranones: Preparation of air-stable and catalytically active Cu-peptide complexes
    Brown, MK
    Degrado, SJ
    Hoveyda, AH
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (33) : 5306 - 5310
  • [9] On the Mechanism of Cu-Catalyzed Enantioselective Extended Conjugate Additions: A Structure-Based Approach
    den Hartog, Tim
    Huang, Yange
    Fananas-Mastral, Martin
    Meuwese, Anne
    Rudolph, Alena
    Perez, Manuel
    Minnaard, Adriaan J.
    Feringa, Ben L.
    ACS CATALYSIS, 2015, 5 (02): : 560 - 574
  • [10] Synthesis of novel carbohydrate-based chiral P, N ligands and their applications in Cu-catalyzed enantioselective 1, 4-conjugate additions
    Xia, Haijun
    Yan, Hua
    Shen, Chao
    Shen, Fangyi
    Zhang, Pengfei
    CATALYSIS COMMUNICATIONS, 2011, 16 (01) : 155 - 158