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Asymmetric multicom...
Asymmetric multicomponent domino reactions and highly enantioselective conjugated addition of thiols to alpha,beta-unsaturated aldehydes
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Marigo, M. (author)
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Schulte, T. (author)
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Franzen, Johan. (author)
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Jorgensen, K. A. (author)
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- 2005-10-21
- 2005
- English.
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In: Journal of the American Chemical Society. - : American Chemical Society (ACS). - 0002-7863 .- 1520-5126. ; 127:45, s. 15710-15711
- 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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- An organocatalytic asymmetric multicomponent domino and a conjugated addition reaction to α,β-unsaturated aldehydes are presented. The development is based, first, on an organocatalyzed highly enantioselective nucleophilic thiol addition to the β-carbon atom in the iminium ion intermediate, followed by an electrophilic amination of the α-carbon atom to the enamine intermediate. The multicomponent reactions proceed to give enantiopure amino−thiols in moderate to good yields. Furthermore, the organocatalyzed thiol addition to α,β-unsaturated aldehydes takes place in good yields and excellent enantioselectivities.
Subject headings
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Keyword
- carbonyl-compounds
- michael addition
- cyclic enones
- catalyst
- organocatalysis
- ether
Publication and Content Type
- ref (subject category)
- art (subject category)
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