Solid-phase access to polyhydroxypyrrolizidines by 1,3-dipolar cycloaddition of (S)-3-alkoxypyrroline N-oxide to maleate and crotonate derivatives

被引：21

作者：

Pisaneschi, F ^{[1
]}

Della Monica, C ^{[1
]}

Cordero, FM ^{[1
]}

Brandi, A ^{[1
]}

机构：

[1] Univ Florence, Dipartimento Chim Organ Ugo Schiff, Polo Sci, I-50019 Sesto Fiorentino, FI, Italy

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 33期

关键词：

solid-phase synthesis; 1,3-dipolar cycloaddition; nitrone; pyrrolizidines;

D O I：

10.1016/S0040-4039(02)01208-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2,7-Dihydroxyhexahydropyrrolizine-1-carboxylic acid derivatives have been prepared in solid-phase by intermolecular 1,3-dipolar cycloaddition between an immobilised malcate or 4-hydroxycrotonate and an enantiopure 3-alkoxypyrroline N-oxide. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：5711 / 5714

页数：4

共 6 条

[1] Solid-phase pyrrolidine synthesis via 1,3-dipolar cycloaddition of azomethine ylides generated by the decarboxylative route
Bar-Nir, BB
Portnoy, M
HETEROCYCLES, 2006, 67 (02) : 511 - +
[2] The solid-phase parallel synthesis of β-strand mimetic templates via 1,3-dipolar cycloaddition with resin-bound vinylsulfone
Fuchi, N
Doi, T
Cao, B
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SYNLETT, 2002, (02) : 285 - 289
[3] Unexpected cycloadducts from 1,3-dipolar cycloaddition of 3,4-dehydromorpholine N-oxide to N-cinnamoyl piperidines-first report of the novel formation of 2:1 cycloadducts
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Bandyopadhyay, D
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[4] Mechanism and regioselectivity of the 1,3-dipolar cycloaddition of methyleneamine N-oxide with cyclopent-3-ene-1,2-dione and its aza, oxa and thia analogues: a DFT approach
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[5] Solid-phase organic tagging resins for labeling biomolecules by 1,3-dipolar cycloaddition:: Application to the synthesis of a fluorescent non-peptidic vasopressin receptor ligand
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[6] Unprecedented Synthesis of 4-Ylidene (3 S)-3-hydroxy-1-aryl (alkyl)-pyrrolidine-2,5-diones Based on 1,3-Dipolar Cycloaddition of a Sugar-derived Nitrone to N-Substituted Maleimides
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CHEMISTRYSELECT, 2019, 4 (19): : 5628 - 5632

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