Unprecedented 1,3-dipolar cycloaddition of azomethine ylides to ester carbonyl

被引：25
|
作者：
Novikov, MS
Voznyi, IV
Khlebnikov, AF
Kopf, J
Kostikov, RR
机构：
[1] St Petersburg State Univ, Dept Chem, St Petersburg 198504, Russia
[2] Univ Hamburg, Inst Inorgan Chem, D-20146 Hamburg, Germany
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 14期
关键词：
D O I：
10.1039/b204464a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Fluorinated azomethine ylides generated by the reaction of difluorocarbene with aryl and alkyl imines of O-acylated salicylaldehyde undergo intramolecular 1,3-dipolar cyclo-addition across the ester carbonyl to give 2,8-dioxa-6- azabicyclo[3.2.1]octane derivatives.
引用
下载
收藏
页码：1628 / 1630
页数：3
相关论文
共 50 条
  • [1] PYRROLIDINES BY 1,3-DIPOLAR CYCLOADDITION OF CONJUGATED AZOMETHINE YLIDES
    COLDHAM, I
    COLLIS, AJ
    MOULD, RJ
    ROBINSON, DE
    SYNTHESIS-STUTTGART, 1995, (09): : 1147 - &
  • [2] 1,3-Dipolar cycloaddition reactions of azomethine ylides and alkynes
    Gulevskaya, Anna V.
    Nelina-Nemtseva, Julia I.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2018, 54 (12) : 1084 - 1107
  • [3] 1,3-dipolar cycloaddition reactions of porphyrins with azomethine ylides
    Silva, AMG
    Tomé, AC
    Neves, MGPMS
    Silva, AMS
    Cavaleiro, JAS
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (06): : 2306 - 2314
  • [4] 1,3-Dipolar cycloaddition reactions of azomethine ylides and alkynes
    Anna V. Gulevskaya
    Julia I. Nelina-Nemtseva
    Chemistry of Heterocyclic Compounds, 2018, 54 : 1084 - 1107
  • [5] 1,3-DIPOLAR CYCLOADDITION REACTIONS OF CYCLOOCTYNE WITH AZOMETHINE YLIDES
    MATSUMOTO, K
    OHTA, R
    UCHIDA, T
    NISHIOKA, H
    YOSHIDA, M
    KAKEHI, A
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1995, 32 (01) : 367 - 369
  • [6] Unprecedented 1,3-dipolar cycloaddition of azomethine ylides derived from difluorcarbene and imines to carbonyl compounds - Synthesis of oxazolidine derivatives
    Novikov, MS
    Khlebnikov, AF
    Krebs, A
    Kostikov, RR
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 1998, 1998 (01) : 133 - 137
  • [7] 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides with Carbonyl Dipolarophiles Yielding Oxazolidine Derivatives
    Meyer, Adam G.
    Ryan, John H.
    MOLECULES, 2016, 21 (08):
  • [8] The Catalytic Asymmetric 1,3-Dipolar Cycloaddition of Ynones with Azomethine Ylides
    Shi, Feng
    Luo, Shi-Wei
    Tao, Zhong-Lin
    He, Long
    Yu, Jie
    Tu, Shu-Jiang
    Gong, Liu-Zhu
    ORGANIC LETTERS, 2011, 13 (17) : 4680 - 4683
  • [9] Diastereoselective 1,3-dipolar cycloaddition of cyclopropenes to acenaphthenequinone azomethine ylides
    Stepakov, Alexander, V
    Pronina, Yulia A.
    Filatov, Alexander S.
    Selivanov, Stanislav I.
    Kornev, Anton A.
    Kryukova, Mariya A.
    Ponyaev, Alexander I.
    Boitsov, Vitali M.
    TETRAHEDRON, 2024, 151
  • [10] 1,3-Dipolar cycloaddition reactions of azomethine ylides with aromatic dipolarophiles
    Ryan, John H.
    ARKIVOC, 2015, : 160 - 183
12345