Catalytic Enantioselective Synthesis of Alkenylhydrosilanes

被引：110
作者：
Igawa, Kazunobu [1 ]
Yoshihiro, Daisuke [2 ]
Ichikawa, Nobumasa [2 ]
Kokan, Naoto [3 ]
Tomooka, Katsuhiko [1 ]
机构：
[1] Kyushu Univ, Inst Mat Chem & Engn, Fukuoka 8168580, Japan
[2] Kyushu Univ, Interdisciplinary Grad Sch Engn Sci, Fukuoka 8168580, Japan
[3] Tokyo Inst Technol, Dept Appl Chem, Tokyo, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 51期
关键词：
asymmetric synthesis; enantioselectivity; hydrosilylation; ozone; silanes; ASYMMETRIC-SYNTHESIS; RACEMIC ACETYL(TERT-BUTYL)METHYLPHENYLSILANE; EFFICIENT APPROACH; SILICON; DERIVATIVES; HYDROSILYLATION; SILANES; COMPLEXES; KETONES; ALKYNES;
D O I：
10.1002/anie.201207361
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Asymmetric silanes: A synthesis of nonracemic alkenylhydrosilanes has been developed based on the desymmetrization of a dihydrosilane through alkenylation with an alkyne using an asymmetric catalyst. The alkenylhydrosilane product can be used as a versatile chiral building block for other functionalized nonracemic silanes through the stereoselective conversion of its hydride and/or alkenyl moiety. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：12745 / 12748
页数：4
相关论文
共 50 条
  • [21] Catalytic Enantioselective Synthesis of α-(Benzylamino)cyclobutanones
    Melis, Nicola
    Ghisu, Lorenza
    Guillot, Regis
    Caboni, Pierluigi
    Secci, Francesco
    Aitken, David J.
    Frongia, Angelo
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (20) : 4358 - 4366
  • [22] Catalytic enantioselective synthesis of chiral tetraarylmethanes
    Li, Xingguang
    Duan, Meng
    Deng, Zhiqin
    Shao, Qianzhen
    Chen, Min
    Zhu, Guangyu
    Houk, K. N.
    Sun, Jianwei
    NATURE CATALYSIS, 2020, 3 (12) : 1010 - 1019
  • [23] Catalytic Enantioselective Synthesis Enabled by Electrochemistry
    Phillips, Ana Maria Faisca
    Pombeiro, Armando J. L.
    SYNTHESIS-STUTTGART, 2023, 55 (18): : 2926 - 2942
  • [24] Catalytic and Enantioselective Synthesis of Chiral Multisubstituted Tribenzothiepins by Intermolecular Cycloadditions
    Tahara, Yu-ki
    Matsubara, Riku
    Mitake, Akihito
    Sato, Tatsuki
    Kanyiva, Kyalo Stephen
    Shibata, Takanori
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (14) : 4552 - 4556
  • [25] Catalytic Enantioselective Synthesis of Chiral γ-Butyrolactones
    Yanagisawa, Akira
    Kushihara, Naoyuki
    Yoshida, Kazuhiro
    ORGANIC LETTERS, 2011, 13 (06) : 1576 - 1578
  • [26] Multicomponent Catalytic Enantioselective Synthesis of Isoxazolidin-5-Ones
    Annibaletto, Julien
    Martzel, Thomas
    Levacher, Vincent
    Oudeyer, Sylvain
    Briere, Jean-Francois
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (18) : 4447 - 4451
  • [27] Enantioselective Synthesis of Silicon-Stereogenic Monohydrosilanes by Rhodium-Catalyzed Intramolecular Hydrosilylation
    Huang, Yu-Hao
    Wu, Yichen
    Zhu, Zile
    Zheng, Sujuan
    Ye, Zihang
    Peng, Qian
    Wang, Peng
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (01)
  • [28] Catalytic Enantioselective Synthesis of Chiral Tetraphenylenes: Consecutive Inter- and Intramolecular Cycloadditions of Two Triynes
    Shibata, Takanori
    Chiba, Tatsuya
    Hirashima, Hiroyuki
    Ueno, Yasunori
    Endo, Kohei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (43) : 8066 - 8069
  • [29] Enantioselective Synthesis of (-)-Methoxyestrone
    Betik, Robert
    Kotora, Martin
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (18) : 3279 - 3282
  • [30] Enantioselective Synthesis of Silacyclopentanes
    Igawa, Kazunobu
    Yoshihiro, Daisuke
    Abe, Yusuke
    Tomooka, Katsuhiko
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (19) : 5814 - 5818
12345