Catalytic Decarbonylation of Epoxyaldehydes: Applications to the Preparation of Terminal Epoxides

被引:6
|
作者
Morandi, Bill [1 ]
Carreira, Erick M. [1 ]
机构
[1] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland
基金
瑞士国家科学基金会;
关键词
asymmetric synthesis; decarbonylation; epoxides; homogenous catalysis; rhodium; ASYMMETRIC EPOXIDATION; HYDROGEN-PEROXIDE; ALDEHYDES; COMPLEXES;
D O I
10.1055/s-0029-1217562
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A catalytic decarbonylation reaction for epoxyaldehydes is reported. This reaction may be sequentially used with known asymmetric methods to access optically active mono- and disubstituted terminal epoxides, as illustrated for a key example.
引用
收藏
页码:2076 / 2078
页数:3
相关论文
共 50 条
  • [31] THE KINETICS OF THE ACID CATALYTIC DECARBONYLATION OF BENZOYL FORMIC ACID
    VINNIK, MI
    RIABOVA, RS
    CHIRKOV, NM
    DOKLADY AKADEMII NAUK SSSR, 1957, 117 (06): : 1017 - 1020
  • [32] Terminal tungsten pnictide complex formation through pnictaethynolate decarbonylation
    Joost, Maximilian
    Transue, Wesley J.
    Cummins, Christopher C.
    CHEMICAL COMMUNICATIONS, 2017, 53 (77) : 10731 - 10733
  • [33] Catalytic asymmetric synthesis of 2,2-disubstituted terminal epoxides via dimethyloxosulfonium methylide addition to ketones
    Sone, Toshihiko
    Yamaguchi, Akitake
    Matsunaga, Shigeki
    Shibasaki, Masakatsu
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (31) : 10078 - +
  • [34] THE PREPARATION OF SOME CYTOTOXIC EPOXIDES
    EVERETT, JL
    KON, GAR
    JOURNAL OF THE CHEMICAL SOCIETY, 1950, (NOV): : 3131 - 3135
  • [35] Catalytic enantioselective ring opening of epoxides
    Wang, Lei
    Li, Ye-Zhi
    Huang, Hua-Min
    Fang, Wei-Shuo
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2006, 26 (09) : 1208 - 1216
  • [36] Preparation and catalytic applications of partially fluorinated binaphthol ligands
    Yekta, S
    Krasnova, LB
    Mariampillai, B
    Picard, CJ
    Chen, G
    Pandiaraju, S
    Yudin, AK
    JOURNAL OF FLUORINE CHEMISTRY, 2004, 125 (04) : 517 - 525
  • [37] THE PREPARATION AND CATALYTIC APPLICATIONS OF SUPPORTED ZIRCONOCENE AND HAFNOCENE COMPLEXES
    CHANG, BH
    GRUBBS, RH
    BRUBAKER, CH
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 280 (03) : 365 - 376
  • [38] Optimizing the Preparation Parameters of Nanocrystalline Zirconia for Catalytic Applications
    Abd El-Latif, M. M.
    Showman, M. S.
    Ibrahim, A. M.
    Soliman, M. M.
    ACTA METALLURGICA SINICA-ENGLISH LETTERS, 2013, 26 (05) : 565 - 573
  • [39] Optimizing the preparation parameters of nanocrystalline zirconia for catalytic applications
    M. M. Abd El-Latif
    M. S. Showman
    A. M. Ibrahim
    M. M. Soliman
    Acta Metallurgica Sinica (English Letters), 2013, 26 : 565 - 573
  • [40] An improved preparation of epoxides from carbonyl compounds by using diiodomethane/methyllithium:: synthetic applications
    Concellón, JM
    Cuervo, H
    Fernández-Fano, R
    TETRAHEDRON, 2001, 57 (43) : 8983 - 8987