Epoxides and Aziridines from α, β-Unsaturated Aldehydes

被引:4
作者
Vchislo, Nadezhda V. [1 ]
机构
[1] Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, 1 Favorsky St, Irkutsk 664033, Russia
关键词
alpha; beta-Uunsaturated aldehydes; epoxides; aziridines; asymmetric organocatalysis; biologically active compound; ORGANOCATALYTIC ASYMMETRIC EPOXIDATION; ALPHA; BETA-UNSATURATED ALDEHYDES; ENANTIOSELECTIVE AZIRIDINATION; SUBSTITUTED ACROLEINS; HYDROGEN-PEROXIDE; CATALYSTS; SCOPE; LIGANDS; ENALS;
D O I
10.2174/1570193X14666170206114541
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Epoxides and aziridines are very useful small heterocycles. The synthesis of these three-membered heterocycles including those derived from a, a-unsaturated aldehydes is a dynamic area of research. Among numerous approaches to construction of three-membered cycles with O- or N-heteroatoms are metallo-and organocatalysis. This review summarizes and highlights the methods for the synthesis of epoxides and aziridines via transformations of alpha, beta-enals, which have been developed over the last 10 years.
引用
收藏
页码:197 / 203
页数:7
相关论文
共 50 条
  • [11] Expanding the utility of lithiated epoxides and aziridines in synthesis
    Hodgson, DM
    Bray, CD
    Humphreys, PG
    SYNLETT, 2006, (01) : 1 - 22
  • [12] Heck arylation of α,β-unsaturated aldehydes
    Nejjar, A
    Pinel, C
    Djakovitch, L
    ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (05) : 612 - 619
  • [13] Recent Advances in Total Synthesis of Alkaloids from α,β-Unsaturated Aldehydes
    Vchislo, Nadezhda V.
    Verochkina, Ekaterina A.
    CHEMISTRYSELECT, 2020, 5 (31): : 9579 - 9589
  • [14] Two-step synthesis of N-sulfonyl aziridines from epoxides
    Huang, Jianhui
    O'Brien, Peter
    Synthesis, 2006, (03) : 425 - 434
  • [15] Two-step synthesis of N-sulfonyl aziridines from epoxides
    Huang, JH
    O'Brien, P
    SYNTHESIS-STUTTGART, 2006, (03): : 425 - 434
  • [16] Methods for Synthesis of α-Alkyl α,β-Unsaturated Aldehydes
    Verochkina, Ekaterina A.
    MINI-REVIEWS IN ORGANIC CHEMISTRY, 2020, 17 (05) : 539 - 545
  • [17] The practical stereocontrolled synthesis of vicinal halohydrins and haloamines from vinyl epoxides and vinyl aziridines
    Weselinski, Lukasz J.
    Grillo, Michael J.
    Tanasova, Marina
    TETRAHEDRON LETTERS, 2016, 57 (40) : 4477 - 4479
  • [18] Catalytic Asymmetric Oxidative γ-Coupling of α, β-Unsaturated Aldehydes with Air as the Terminal Oxidant
    Naesborg, Line
    Corti, Vasco
    Leth, Lars Astrup
    Poulsen, Pernille H.
    Jorgensen, Karl Anker
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (06) : 1606 - 1610
  • [19] Hendrickson Reagent Induced Rearrangement of Aryl Propargyl Alcohols To α,β-Unsaturated Aldehydes
    Moussa, Ziad
    Aljuhani, Ateyatallah
    LETTERS IN ORGANIC CHEMISTRY, 2018, 15 (10) : 845 - 853
  • [20] Synthesis of Diheteroatomic Five-Membered Heterocyclic Compounds from α,β-Unsaturated Aldehydes
    Keiko, N. A.
    Vchislo, N. V.
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 5 (10) : 1169 - 1197