Jones, B, Proud, M and Sridharan, V (2016) Synthesis of oxetane/azetidine containing spirocycles via the 1,3-dipolar cycloaddition reaction. Tetrahedron Letters, 57 (25). pp. 2811-2813. ISSN 0040-4039
Abstract
Silver catalyzed 1,3-dipolar cycloaddition reactions between methyl 2-(oxetane/azetidine-3 ylidene) acetate as dipolarophiles and imines derived from –amino acid methyl esters, 2-aminomethyl pyridine and 2-aminomethyl pyrazine afforded oxetane/azetidine containing spirocycles in 40-77% yield. The use of 3-oxetanone used as the carbonyl compound thermal 1,3-dipolar cycloaddition reactions with secondary-amino acids or methyl esters resulted in oxetane spirocycles in 62-90% yield.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | Crown Copyright (c) 2016. Published by Elsevier Ltd. All rights reserved. This is an author produced version of a paper published in Tetrahedron Letters. Uploaded in accordance with the publisher's self-archiving policy. |
Keywords: | Oxetane; Azetidine; 1,3 dipolar cycloaddition; Spirocycle; Multicomponent Reaction |
Dates: |
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Institution: | The University of Leeds |
Academic Units: | The University of Leeds > Faculty of Engineering & Physical Sciences (Leeds) > School of Chemistry (Leeds) > Organic Chemistry (Leeds) |
Depositing User: | Symplectic Publications |
Date Deposited: | 20 May 2016 10:41 |
Last Modified: | 18 Jul 2017 05:01 |
Published Version: | http://doi.org/10.1016/j.tetlet.2016.05.053 |
Status: | Published |
Publisher: | Elsevier |
Identification Number: | 10.1016/j.tetlet.2016.05.053 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:99910 |