Metallophthalocyanines catalyzed cyclopropanation of olefins with trimethylsilyldiazomethane: A facile and stereoselective synthesis of silylcyclopropanes

被引:21
|
作者
Sharma, Vishal B. [1 ]
Jain, Suman L. [1 ]
Sain, Bir [1 ]
机构
[1] Indian Inst Petr, Chem & Biotechnol Div, Dehra Dun 248005, Uttar Pradesh, India
关键词
silylcyclopropanes; metallophthalocyanines; trimethylsilyldiazomethane; cyclopropanation; olefin;
D O I
10.1016/j.catcom.2005.12.027
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Metallophthalocyanines were found to be potent and versatile catalysts for the stereoselective synthesis of C-silyl cyclopropanes with high trans-selectivity by the reaction of olefins with trimethylsilyldiazomethane. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:454 / 456
页数:3
相关论文
共 50 条
  • [31] Co(II)-salen catalyzed stereoselective cyclopropanation of fluorinated styrenes
    Tai, Serene
    Maskrey, Taber S.
    Nyalapatla, Prasanth R.
    Wipf, Peter
    CHIRALITY, 2019, 31 (12) : 1014 - 1027
  • [32] Highly Stereoselective Oxazaborolidinium Ion Catalyzed Synthesis of (Z)-Silyl Enol Ethers from Alkyl Aryl Ketones and Trimethylsilyldiazomethane
    Kang, Byung Chul
    Shim, Su Yong
    Ryu, Do Hyun
    ORGANIC LETTERS, 2014, 16 (08) : 2077 - 2079
  • [33] Cobalt-catalyzed asymmetric cyclopropanation of electron-deficient olefins
    Chen, Ying
    Ruppel, Joshua V.
    Zhang, X. Peter
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (40) : 12074 - +
  • [34] Cobalt-catalyzed asymmetric cyclopropanation of electron-deficient olefins
    Chen, Ying
    Ruppel, Joshua V.
    Zhang, X. Peter
    Journal of the American Chemical Society, 2007, 129 (40): : 12074 - 12075
  • [35] Asymmetric Cyclopropanation of Olefins Catalyzed by Chiral Cobalt(II)-Binaphthyl Porphyrins
    Fantauzzi, Simone
    Gallo, Emma
    Rose, Eric
    Raoul, Nicolas
    Caselli, Alessandro
    Issa, Samar
    Ragaini, Fabio
    Cenini, Sergio
    ORGANOMETALLICS, 2008, 27 (23) : 6143 - 6151
  • [36] Ti-Catalyzed Diastereoselective Cyclopropanation of Carboxylic Derivatives with Terminal Olefins
    Ni, Jiabin
    Xia, Xiaowen
    Zheng, Wei-Feng
    Wang, Zhaobin
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (17) : 7889 - 7900
  • [37] Synthesis of a novel C3-symmetric arsine and its application in stereoselective cyclopropanation of electron-deficient olefins
    Wang, Changqing
    TETRAHEDRON LETTERS, 2012, 53 (51) : 7003 - 7005
  • [38] A NEW STRATEGY FOR THE STEREOSELECTIVE SYNTHESIS OF OLEFINS
    DYBOWSKI, P
    SKOWRONSKA, A
    TETRAHEDRON LETTERS, 1991, 32 (34) : 4385 - 4388
  • [39] Stereoselective cyclopropanation of olefins through ammonium ylides: A molecular electron density theory study
    Amiri, Arash
    Emamian, Saeedreza
    Hosseini, Seyed Javad
    Ali-Asgari, Safa
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2019, 32 (12)
  • [40] Mechanistic investigation of stereoselective olefin cyclopropanation catalyzed by an engineered carbene transferase
    Tinoco, Antonio
    Fasan, Rudi
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 258