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Synthesis and hetero-diels–alder reactions of enantiomerically pure dihydro-1H-azepines

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Title: Synthesis and hetero-diels–alder reactions of enantiomerically pure dihydro-1H-azepines
Authors: Craig, D
Spreadbury, SRJ
White, AJP
Item Type: Journal Article
Abstract: Thermolysis of enantiomerically pure 3-substituted 7,7-dihalo-2-azabicyclo[4.1.0]heptanes in the presence of K2CO3 gives in good yields 2-alkyl-6-halo-1-tosyl-2,3-dihydro-1H-azepines. These undergo highly stereoselective [4+2] cycloaddition reactions with heterodienophiles and arylation/alkenylation under Suzuki conditions.
Issue Date: 14-Jul-2020
Date of Acceptance: 10-Jul-2020
URI: http://hdl.handle.net/10044/1/81391
DOI: 10.1039/d0cc04413j
ISSN: 1359-7345
Publisher: Royal Society of Chemistry
Start Page: 9803
End Page: 9806
Journal / Book Title: Chemical Communications
Volume: 56
Issue: 68
Copyright Statement: © The Royal Society of Chemistry 2020 This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.
Keywords: Organic Chemistry
03 Chemical Sciences
Publication Status: Published
Online Publication Date: 2020-07-14
Appears in Collections:Chemistry
Faculty of Natural Sciences



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