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Investigation of Le...
Investigation of Lewis acid-catalyzed asymmetric aza-Diels-Alder reactions of 2H-azirines
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Timen, A. S. (author)
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- Somfai, Peter (author)
- KTH,Kemi
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(creator_code:org_t)
- 2003-11-19
- 2003
- English.
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In: Journal of Organic Chemistry. - : American Chemical Society (ACS). - 0022-3263 .- 1520-6904. ; 68:26, s. 9958-9963
- Related links:
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
Subject headings
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- Asymmetric Diels-Alder reactions with 2H-azirines as dienophiles have been studied. Diastereoselective reactions with an enantiopure azirine 1b, bearing a chiral auxiliary, gave substituted bi-and tricyclic tetrahydropyridines in high yield and stereoselectivity, under the influence of a Lewis acid. The novel enantioselective [4+2] cycloaddition reaction of 3-benzyl-2H-azirine carboxylate with cyclopentadiene was investigated with various chiral Lewis acid complexes and provided the corresponding tetrahydropyridines in moderate to low yield and enantioselectivity.
Keyword
- benzyl 2h-azirine-3-carboxylate
- cycloadditions
- dienophiles
- aziridines
Publication and Content Type
- ref (subject category)
- art (subject category)
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