Enantioselective Copper-Catalyzed Conjugate Addition of Trimethylaluminium to β,γ-Unsaturated α-Ketoesters

被引:78
|
作者
Gremaud, Ludovic [1 ]
Alexakis, Alexandre [1 ]
机构
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
基金
新加坡国家研究基金会;
关键词
amino acids; asymmetric catalysis; copper; enantioselectivity; synthetic methods; CYCLIC 1,3-DICARBONYL COMPOUNDS; ASYMMETRIC MICHAEL REACTIONS; PRIMARY ALLYLIC ALCOHOLS; KETO ESTERS; TRIALKYLALUMINUM REAGENTS; GRIGNARD-REAGENTS; ACID; 1,4-ADDITION; ENONES; ISOMERIZATION;
D O I
10.1002/anie.201107324
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Enantioselectivity
引用
收藏
页码:794 / 797
页数:4
相关论文
共 50 条
  • [21] Highly Enantioselective Copper-Catalyzed Electrophilic Trifluoromethylation of β-Ketoesters
    Deng, Qing-Hai
    Wadepohl, Hubert
    Gade, Lutz H.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (26) : 10769 - 10772
  • [22] Copper-Catalyzed Enantioselective 1,4-Addition to α,β-Unsaturated Aldehydes
    Palais, Laetitia
    Babel, Lucille
    Quintard, Adrien
    Belot, Sebastien
    Alexakis, Alexandre
    ORGANIC LETTERS, 2010, 12 (09) : 1988 - 1991
  • [23] Photoinduced Enantioselective Triplet Radical Reaction on Metal: Copper-Catalyzed Conjugate Addition of Acylsilanes to α,β-Unsaturated Ketones and Aldehydes
    Masuda, Yusuke
    Ueda, Yusuke
    Sueki, Aiko
    Shimosato, Junpei
    Nishimura, Kousei
    Gao, Min
    Hasegawa, Jun-ya
    Sawamura, Masaya
    CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (65)
  • [24] Highly enantioselective copper-catalyzed 1,4-conjugate addition of diethylzinc to cyclic enones and α,β-unsaturated lactones
    Liang, L
    Yan, M
    Li, YM
    Chan, ASC
    TETRAHEDRON-ASYMMETRY, 2004, 15 (16) : 2575 - 2578
  • [25] Copper-catalyzed regio- and enantioselective formal conjugate addition of Grignard reagents to a,b-unsaturated aldehydes
    Mastral, Martin Fananas
    Feringa, Ben L.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [26] Copper-catalyzed enantioselective conjugate addition of organometallic reagents to challenging Michael acceptors
    Pichon, Delphine
    Morvan, Jennifer
    Crevisy, Christophe
    Mauduit, Marc
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2020, 16 : 212 - 232
  • [27] Enantioselective copper-catalyzed conjugate addition of dialkyl zinc to nitro-olefins
    Alexakis, A
    Benhaim, C
    ORGANIC LETTERS, 2000, 2 (17) : 2579 - 2581
  • [28] Copper-catalyzed conjugate addition of in situ formed alkyl boranes to α,β-unsaturated ketones
    Mravec, Bernard
    Plevova, Kristina
    Sebesta, Radovan
    MONATSHEFTE FUR CHEMIE, 2019, 150 (02): : 295 - 302
  • [29] Copper-catalyzed conjugate addition of in situ formed alkyl boranes to α,β-unsaturated ketones
    Bernard Mravec
    Kristína Plevová
    Radovan Šebesta
    Monatshefte für Chemie - Chemical Monthly, 2019, 150 : 295 - 302
  • [30] COPPER-CATALYZED CONJUGATE ADDITION OF TRIMETHYLALUMINUM TO ALPHA,BETA-UNSATURATED KETONES
    KABBARA, J
    FLEMMING, S
    NICKISCH, K
    NEH, H
    WESTERMANN, J
    CHEMISCHE BERICHTE, 1994, 127 (08) : 1489 - 1493