Tricyclic-isoxazolidine analogues via intramolecular 1,3-dipolar cycloaddition reactions of nitrones

被引：13

作者：

Saubern, Simon ^{[1
]}

Macdonald, James M. ^{[1
]}

Ryan, John H. ^{[1
]}

Woodgate, Ruth C. J. ^{[1
]}

Louie, Theola S. ^{[1
]}

Fuchter, Matthew J. ^{[1
]}

White, Jonathan M. ^{[2
]}

Holmes, Andrew B. ^{[1
,2
]}

机构：

[1] CSIRO Mol & Hlth Technol, Clayton, Vic 3169, Australia

[2] Univ Melbourne, Sch Chem, Inst Bio21, Parkville, Vic 3010, Australia

来源：

TETRAHEDRON | 2010年 / 66卷 / 14期

基金：

澳大利亚研究理事会;

关键词：

1,3-Dipolar cycloaddition; Nitrones; Isoxazoles; ASYMMETRIC ALKYLATION; DERIVATIVES; MILD;

D O I：

10.1016/j.tet.2010.01.062

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The tricyclic-isoxazolidine analogues tetrahydiothiochiomenoisoxazoles, hexahydroisoxazolequinolines and tetrahyclroisoxazolepyranopyriclines weie prepared by an intramoleculai 1,3-dipolai cycloadclition ieaction of a nitrone with an alkene For N-alkylated hexahydroisoxazolequinolines, reduction of the teaction time from two clays to 40 min was achieved using miciowave heating The cyclization to form tetiahydioisoxazolepyranopyridines only proceeded when the alkene was substituted with an electron withch awing group (C) 2010 Elsevier Ltd All rights reserved

引用

页码：2761 / 2767

页数：7

共 50 条

[31] 1,3-dipolar cycloaddition reactions of nitrones with unsaturated methylsulfones and substituted crotonic esters
Charmier, MOJ
Moussalli, N
Chanet-Ray, J
Chou, ST
JOURNAL OF CHEMICAL RESEARCH-S, 1999, (09): : 566 - 567
[32] 1,3-dipolar cycloaddition of nitrones with Alkenes in ionic liquids
Kolarovic, A.
Fisera, L.
Toma, S.
Pronayova, N.
Koos, M.
POLISH JOURNAL OF CHEMISTRY, 2007, 81 (11) : 1963 - 1970
[33] Organocatalytic Asymmetric 1,3-Dipolar Cycloaddition of Nitrones to Nitroolefins
Du, Wei
Liu, Yan-Kai
Yue, Lei
Chen, Ying-Chun
SYNLETT, 2008, (19) : 2997 - 3000
[34] Diastereoselective 1,3-dipolar cycloaddition of ynolates with chiral nitrones
Shindo, M
Itoh, K
Ohtsuki, K
Tsuchiya, C
Shishido, K
SYNTHESIS-STUTTGART, 2003, (09): : 1441 - 1445
[35] ALTERNATIVE MODES OF 1,3-DIPOLAR CYCLOADDITION OF NITRONES TO ARYLISOTHIOCYANATES
BLACK, DSC
WATSON, KG
TETRAHEDRON LETTERS, 1972, (41) : 4191 - &
[36] Synthesis and Characterization of Isoxazolidine Derivatives by 1,3-Dipolar Cycloaddition Reaction
Al-Ghorbani, Mohammad
Al-Timari, Usama S.
Fadh, Taha A.
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 29 (02) : 131 - 137
[37] 1,3-DIPOLAR CYCLOADDITION REACTIONS OF SUBSTITUTED IMIDAZOLIN-1-OXIDES (NITRONES) WITH OLEFINS
PANFIL, I
CHMIELEWSKI, M
BELZECKI, C
BULLETIN OF THE POLISH ACADEMY OF SCIENCES-CHEMISTRY, 1984, 32 (3-6): : 195 - 200
[38] Asymmetric 1,3-dipolar cycloaddition reactions
Center for Metal Catalyzed Reactions, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark
不详
不详
不详
不详
不详
Chem. Rev., 2 (863-909):
[39] 1,3-DIPOLAR CYCLOADDITION REACTIONS OF A DIPHOSPHABARRELENE
KOBAYASHI, Y
KUMADAKI, I
OHSAWA, A
HAMANA, H
TETRAHEDRON LETTERS, 1977, (10) : 867 - 868
[40] Synthesis of Some Novel Isoxazolidine Derivatives via 1,3-Dipolar Cycloaddition and Their Biological Evaluation
Yanmaz, Volkan
Disli, Ali
Yavuz, Serkan
Ogutcu, Hatice
Dilek, Gulay
GAZI UNIVERSITY JOURNAL OF SCIENCE, 2019, 32 (01): : 78 - 89

← 1 2 3 4 5 →