Diastereoselective zinc-catalyzed conjugate addition of alkynes

被引：36
|
作者：
Knöpfel, TF [1 ]
Boyall, D [1 ]
Carreira, EM [1 ]
机构：
[1] ETH Honggerberg, Organ Chem Lab, CH-8093 Zurich, Switzerland
来源：
ORGANIC LETTERS | 2004年 / 6卷 / 13期
关键词：
D O I：
10.1021/ol0491585
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] The conjugate addition of in situ generated zinc alkynylides is reported. The use of chiral, ephedrine derived acceptors provides access to enantiomerically enriched beta-alkynyl acids in good yields.
引用
收藏
页码：2281 / 2283
页数：3
相关论文
共 50 条
  • [21] Catalytic Generation of Zinc Carbenes from Alkynes: Zinc-Catalyzed Cyclopropanation and Si-H Bond Insertion Reactions
    Vicente, Ruben
    Gonzalez, Jesus
    Riesgo, Lorena
    Gonzalez, Javier
    Lopez, Luis A.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (32) : 8063 - 8067
  • [22] The first conjugate addition reaction of terminal alkynes catalytic in copper:: Conjugate addition of alkynes in water
    Knöpfel, TF
    Carreira, EM
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (20) : 6054 - 6055
  • [23] Zinc-Catalyzed Synthesis of Carbonate Derivatives
    Itage, Shivanand V.
    Jadhav, Krishna A.
    Bhosle, Siddhanath D.
    Bhosale, Rajesh S.
    Singh Yadav, Jillu
    CHEMISTRYSELECT, 2023, 8 (17):
  • [24] Zinc-catalyzed enantioselective hydrosilylation of imines
    Park, Bu-Mahn
    Mun, Soungyun
    Yun, Jaesook
    ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (09) : 1029 - 1032
  • [25] Zinc-Catalyzed Allenylations of Aldehydes and Ketones
    Fandrick, Daniel R.
    Saha, Jaideep
    Fandrick, Keith R.
    Sanyal, Sanjit
    Ogikubo, Junichi
    Lee, Heewon
    Roschangar, Frank
    Song, Jinhua J.
    Senanayake, Chris H.
    ORGANIC LETTERS, 2011, 13 (20) : 5616 - 5619
  • [26] Microwave-assisted palladium-catalyzed conjugate addition of arylsilanes to alkynes
    Liao, Mingjie
    Liu, Chuang
    Feng, Huangdi
    You, Qingqing
    Huang, Junhai
    MOLECULAR CATALYSIS, 2024, 558
  • [27] Zinc-Catalyzed Regioselective Addition of Alkyl Thiols to Alkenes via Anion or Radical Reactions
    Taniguchi, Nobukazu
    ARKIVOC, 2021, : 125 - 137
  • [28] Alkynylboranes: A Practical Approach by Zinc-Catalyzed Dehydrogenative Coupling of Terminal Alkynes with 1,8-Naphthalenediaminatoborane
    Tsuchimoto, Teruhisa
    Utsugi, Hirokazu
    Sugiura, Tetsuya
    Horio, Shin
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (01) : 77 - 82
  • [29] Cooperative Gold/Zinc-catalyzed Cascade Approach to Tryptophan Derivatives from N-arylhydroxylamines and Alkynes
    Wang, Min
    Liu, Xiao
    Wang, Liying
    Lu, Haifeng
    Gao, Hongyin
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (04)
  • [30] A Drastic Effect of TEMPO in Zinc-Catalyzed Stannylation of Terminal Alkynes with Hydrostannanes via Dehydrogenation and Oxidative Dehydrogenation
    Kai, Yuichi
    Oku, Shinya
    Tani, Tomohiro
    Sakurai, Kyoko
    Tsuchimoto, Teruhisa
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (18) : 4314 - 4323
12345