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Title
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Synthesis of 1-aza-6,7-dehydrotropanes via copper(I)-catalyzed coupling of 5-chloropentan-2-one with hydrazines and terminal alkynes
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Author
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Abstract
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| A one-pot, three-component, Cu(I)-catalyzed coupling of primary hydrazines, 5-chloropentan-2-one, and terminal alkynes was developed. The resulting 1-aza-6,7-dehydrotropanes compose a new class of substances while related 1-azatropanes are scarcely described in literature and closely resemble tropane alkaloids. Hydrogenation of the double bond in 1-aza-6,7-dehydrotropanes triggered a rearrangement, involving a [1,3]-hydride shift, forming cyclic hydrazones. |
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Language
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English
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Source (journal)
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Synlett : accounts and rapid communications in synthetic organic chemistry. - Stuttgart, 1989, currens
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Publication
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Stuttgart
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2018
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ISSN
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0936-5214
[print]
1437-2096
[online]
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DOI
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10.1055/S-0037-1611041
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Volume/pages
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29
:20
(2018)
, p. 2643-2647
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ISI
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000452029700007
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Full text (Publisher's DOI)
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