Exploring endoperoxides as a new entry for the synthesis of branched azasugars

Svenja Domeyer; Mark Bjerregaard; Henrik Johansson; Daniel Sejer Pedersen

doi:10.3762/bjoc.13.63

Exploring endoperoxides as a new entry for the synthesis of branched azasugars

Svenja Domeyer, Mark Bjerregaard, Henrik Johansson, Daniel Sejer Pedersen

3 Citations (Scopus)

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Abstract

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.

Original language	English
Journal	Beilstein Journal of Organic Chemistry
Volume	13
Pages (from-to)	644-647
Number of pages	4
ISSN	2195-951X
DOIs	https://doi.org/10.3762/bjoc.13.63
Publication status	Published - 3 Apr 2017

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10.3762/bjoc.13.63Licence: CC BY

1860-5397-13-63Licence: CC BY

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abstract = "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.",

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AU - Johansson, Henrik

AU - Sejer Pedersen, Daniel

PY - 2017/4/3

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AB - 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.

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DO - 10.3762/bjoc.13.63

M3 - Journal article

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JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Exploring endoperoxides as a new entry for the synthesis of branched azasugars

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