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Title
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Stereoselective synthesis of fused vinylcyclopropanes by intramolecular TsujiTrost cascade cyclization
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Author
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Abstract
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| A stereoselective intramolecular TsujiTrost cascade cyclization of (homo)allylic vicinal diacetates with a pendant β-ketoamide or related carbon nucleophile to give γ-lactam-fused vinylcyclopropanes is reported. In addition to two new rings, the products contain three new CC stereocenters (two of which are quaternary) with a 9:1 dr. Moreover, the reaction proceeds in >94% enantiospecificity with optically enriched starting materials, using an inexpensive carbohydrate as the source of chirality. |
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Language
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English
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Source (journal)
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Organic letters / American Chemical Society. - Washington, D.C.
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Publication
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Washington, D.C.
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2018
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ISSN
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1523-7060
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DOI
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10.1021/ACS.ORGLETT.8B02232
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Volume/pages
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20
:21
(2018)
, p. 6611-6615
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ISI
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000449443100001
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Pubmed ID
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30350659
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Full text (Publisher's DOI)
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Full text (open access)
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