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- Title
On the Michael Addition of Water to α,β-Unsaturated Ketones Using Amino Acids.
- Authors
Resch, Verena; Seidler, Christiane; Chen, Bi‐Shuang; Degeling, Ian; Hanefeld, Ulf
- Abstract
The use of water as a nucleophile for Michael additions is still a challenge in organic chemistry. In this report we describe the use of amino acids as catalysts for the Michael addition of water to α,β-unsaturated ketones. All 20 proteinogenic amino acids were screened and L-lysine was identified as the best candidate. To obtain a better insight and to determine the minimum requirements of the catalyst, several structurally related compounds were tested. The reaction was characterized in terms of conditions and equilibrium.
- Subjects
MICHAEL reaction; ORGANIC chemistry; CONJUGATE addition reactions; KETONES; AMINO acids; LYSINE
- Publication
European Journal of Organic Chemistry, 2013, Vol 2013, Issue 34, p7697
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201301230