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Organocatalysts Pro...
Organocatalysts Promote Enantioselective 1,3-Dipolar Cycloadditions of Nitrones with 1-Cycloalkene-1-carboxaldehydes
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- Karlsson, Staffan (author)
- Mittuniversitetet,Institutionen för naturvetenskap (-2008)
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- Högberg, Hans-Erik (author)
- Mittuniversitetet,Institutionen för naturvetenskap (-2008)
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(creator_code:org_t)
- Wiley, 2003
- 2003
- English.
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In: European Journal of Organic Chemistry. - : Wiley. - 1434-193X .- 1099-0690. ; 2003:15, s. 2782-2791
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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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- In the presence of enantiopure organocatalysts, 1-cycloalkene-1-carboxaldehydes and various nitrones furnished fused isoxazolidines. Thus, some chiral pyrrolidinium salts catalyzed the formation of such cycloadducts in high diastereo- and enantioselectivity (up to 92% ee). The predominant diastereomer, the exo one, was mostly obtained in excellent diastereoselectivity (> 99:1 dr). Furthermore, after recrystallization of one of the cycloadducts, this was obtained enantiomerically pure (> 99% ee). The absolute configuration of one of the cycloadducts was determined.
Subject headings
- NATURVETENSKAP -- Kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences (hsv//eng)
Keyword
- dipolar cycloadditions
- Chemistry
- Kemi
Publication and Content Type
- ref (subject category)
- art (subject category)
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