Exploring endoperoxides as a new entry for the synthesis of branched azasugars
A new class of nitrogen-containing endoperoxides were synthesised by a photochemical [4 + 2]-cycloaddition between a diene and singlet oxygen. The endoperoxides were dihydroxylated and protected to provide a series of endoperoxide building blocks for organic synthesis, with potential use as precurso...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2017-04-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.13.63 |
| _version_ | 1818617786435371008 |
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| author | Svenja Domeyer Mark Bjerregaard Henrik Johansson Daniel Sejer Pedersen |
| author_facet | Svenja Domeyer Mark Bjerregaard Henrik Johansson Daniel Sejer Pedersen |
| author_sort | Svenja Domeyer |
| collection | DOAJ |
| description | A new class of nitrogen-containing endoperoxides were synthesised by a photochemical [4 + 2]-cycloaddition between a diene and singlet oxygen. The endoperoxides were dihydroxylated and protected to provide a series of endoperoxide building blocks for organic synthesis, with potential use as precursors for the synthesis of branched azasugars. Preliminary exploration of the chemistry of these building blocks provided access to a variety of derivatives including tetrahydrofurans, epoxides and protected amino-tetraols. |
| first_indexed | 2024-12-16T17:11:14Z |
| format | Article |
| id | doaj.art-661819ece08749dfb81d51638d96b76f |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-16T17:11:14Z |
| publishDate | 2017-04-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-661819ece08749dfb81d51638d96b76f2022-12-21T22:23:24ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972017-04-0113164464710.3762/bjoc.13.631860-5397-13-63Exploring endoperoxides as a new entry for the synthesis of branched azasugarsSvenja Domeyer0Mark Bjerregaard1Henrik Johansson2Daniel Sejer Pedersen3Department of Drug Design and Pharmacology, University of Copenhagen, Jagtvej 162, 2100 Copenhagen, DenmarkDepartment of Drug Design and Pharmacology, University of Copenhagen, Jagtvej 162, 2100 Copenhagen, DenmarkDepartment of Drug Design and Pharmacology, University of Copenhagen, Jagtvej 162, 2100 Copenhagen, DenmarkDepartment of Drug Design and Pharmacology, University of Copenhagen, Jagtvej 162, 2100 Copenhagen, DenmarkA new class of nitrogen-containing endoperoxides were synthesised by a photochemical [4 + 2]-cycloaddition between a diene and singlet oxygen. The endoperoxides were dihydroxylated and protected to provide a series of endoperoxide building blocks for organic synthesis, with potential use as precursors for the synthesis of branched azasugars. Preliminary exploration of the chemistry of these building blocks provided access to a variety of derivatives including tetrahydrofurans, epoxides and protected amino-tetraols.https://doi.org/10.3762/bjoc.13.63azasugarcarbohydratecycloadditionendoperoxidephotochemistry |
| spellingShingle | Svenja Domeyer Mark Bjerregaard Henrik Johansson Daniel Sejer Pedersen Exploring endoperoxides as a new entry for the synthesis of branched azasugars Beilstein Journal of Organic Chemistry azasugar carbohydrate cycloaddition endoperoxide photochemistry |
| title | Exploring endoperoxides as a new entry for the synthesis of branched azasugars |
| title_full | Exploring endoperoxides as a new entry for the synthesis of branched azasugars |
| title_fullStr | Exploring endoperoxides as a new entry for the synthesis of branched azasugars |
| title_full_unstemmed | Exploring endoperoxides as a new entry for the synthesis of branched azasugars |
| title_short | Exploring endoperoxides as a new entry for the synthesis of branched azasugars |
| title_sort | exploring endoperoxides as a new entry for the synthesis of branched azasugars |
| topic | azasugar carbohydrate cycloaddition endoperoxide photochemistry |
| url | https://doi.org/10.3762/bjoc.13.63 |
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