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- Sellstedt, MagnusUmeå universitet,Kemiska institutionen (author)
Four-Component Assembly of Natural-Product-Like Ring-Fused Isoquinuclidines
- Article/chapterEnglish2013
Publisher, publication year, extent ...
- 2013-10-21
- John Wiley & Sons,2013
- printrdacarrier
Numbers
- LIBRIS-ID:oai:DiVA.org:umu-82338
- https://urn.kb.se/resolve?urn=urn:nbn:se:umu:diva-82338URI
- https://doi.org/10.1002/ejoc.201301371DOI
Supplementary language notes
- Language:English
- Summary in:English
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- SwePubSwePub
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Notes
- A four-component reaction between formyl-substituted 2-pyridones, aldehydes, amines, and activated alkenes has been developed. The resulting products are ring-fused natural-product-like isoquinuclidines. Three carbon–carbon bonds, two carbon–nitrogen bonds, and four or five stereocentres are formed in the reaction with overall product yields in the range 23–67 %. In most cases a single diastereomer was obtained. An intramolecular version of the reaction yielded analogues of the multi-ring-fused natural product catharanthine in a single step.
Subject headings and genre
- NATURVETENSKAP Kemi hsv//swe
- NATURAL SCIENCES Chemical Sciences hsv//eng
- multicomponent reactions
- natural products
- fused-ring systems
- nitrogen heterocycles
Added entries (persons, corporate bodies, meetings, titles ...)
- Dang, Hung TheUmeå universitet,Kemiska institutionen(Swepub:umu)thhu0019 (author)
- Prasad, G. KrishnaUmeå universitet,Kemiska institutionen (author)
- Sauer, UweUmeå universitet,Kemiska institutionen(Swepub:umu)uwsa0001 (author)
- Almqvist, FredrikUmeå universitet,Kemiska institutionen(Swepub:umu)fral0001 (author)
- Umeå universitetKemiska institutionen (creator_code:org_t)
Related titles
- In:European Journal of Organic Chemistry: John Wiley & Sons2013:33, s. 7476-74791434-193X1099-0690
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