Metal-free catalytic enantioselective silylation of aromatic aldehydes in water

被引：0
|
作者：
Yuwen Huo [1 ]
Panpan Shen [1 ]
Wenzeng Duan [2 ]
Zhen Chen [3 ]
Chun Song [1 ]
Yudao Ma [1 ]
机构：
[1] Department of Chemistry, Shandong University
[2] School of Chemistry and Chemical Engineering, Liaocheng University
[3] School of Chemistry and Chemical Engineering, Hebei Normal University For Nationalities
来源：
Chinese Chemical Letters | 2018年 / 29卷 / 09期
基金：
中国国家自然科学基金;
关键词：
Silylation; Asymmetric catalysis; N-Heterocyclic carbene; 2.2]Paracyclophane; a-Hydroxysilane;
D O I：
暂无
中图分类号：
O621.251 [];
学科分类号：
070303 ; 081704 ;
摘要：
An environmentally friendly and transition metal-free method for the preparation of chiral ahydroxysilanes was developed. Enantioselective addition of a silicon nucleophile to aromatic aldehydes in water was achieved by using a new hydroxyl-functionalized chiral carbene as catalyst, affording the corresponding products in good yields and moderate enantioselectivities.
引用
收藏
页码：1359 / 1362
页数：4
相关论文
共 50 条
  • [31] Metal-free C-C bond cleavage of cholestane model aldehydes in water
    Fernandez-Herrera, Maria
    Ciciolil Hilario-Martinez, J.
    Delit-Garcia, Wendy
    Zeferino-Diaz, Reyna
    Sandoval-Ramirez, Jesus
    Merino, Gabriel
    Jin, Zhendong
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [32] Metal-Free Direct Deoxygenative Borylation of Aldehydes and Ketones
    Li, Jianbin
    Wang, Haining
    Qiu, Zihang
    Huang, Chia-Yu
    Li, Chao-Jun
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (30) : 13011 - 13020
  • [33] PREPARATION OF METAL-FREE WATER
    RIORDAN, JF
    VALLEE, BL
    METHODS IN ENZYMOLOGY, 1988, 158 : 3 - 6
  • [34] Solvent-free catalytic enantioselective addition of diethylzinc to aldehydes
    Sato, I
    Saito, T
    Soai, K
    CHEMICAL COMMUNICATIONS, 2000, (24) : 2471 - 2472
  • [35] Metal-Free Multicatalytic Decarbonylation of Aldehydes Driven by Light
    Nouaille, Augustin
    Terzani, Francesco
    Fakih, Yara
    Hannedouche, Jerome
    Magnier, Emmanuel
    Gosmini, Corinne
    Dagousset, Guillaume
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2025,
  • [36] Metal-Free Synthesis of Homopropargylic Alcohols from Aldehydes
    Teodoro, Bruno V. M.
    Silva, Luiz F., Jr.
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (22): : 11787 - 11791
  • [37] Direct oxidative amination of aromatic aldehydes with amines in a continuous flow system using a metal-free catalyst
    Gu, Jiajia
    Fang, Zheng
    Liu, Chengkou
    Li, Xin
    Wei, Ping
    Guo, Kai
    RSC ADVANCES, 2016, 6 (76) : 72121 - 72126
  • [38] Metal-free catalysis of the reductive amination of aldehydes using a phosphonium-doped porous aromatic framework
    You, Bingxin
    Zou, Min
    Xu, Ruitong
    Tian, Yuyang
    Wang, Baolin
    Zhu, Guangshan
    MOLECULAR CATALYSIS, 2022, 530
  • [39] Metal-free efficient cross coupling of aromatic aldehydes with aryldiazonium tetrafluoroborates using DTBP as a radical initiator
    Tripathi, Shubhangi
    Singh, Sachchida N.
    Yadav, Lal Dhar S.
    TETRAHEDRON LETTERS, 2015, 56 (28) : 4211 - 4214
  • [40] Synthesis of Functionalized Vinylsilanes via Metal-Free Dehydrogenative Silylation of Enamides
    Chang, Xi-Hao
    Wang, Zi-Lu
    Zhao, Meng
    Yang, Chao
    Li, Jie-Jun
    Ma, Wei-Wei
    Xu, Yun-He
    ORGANIC LETTERS, 2020, 22 (04) : 1326 - 1330
12345