New N-terminal prolyl-dipeptide derivatives as organocatalysts for direct asymmetric aldol reaction
Five new N-terminal prolyl-dipeptide derivatives were first synthesized as organocatalyst for the direct asymmetric aldol reaction of acetone and electron-deficient aromatic aldehydes at room temperature. A series of new N-terminal prolyl-dipeptide derivatives have been synthesized and evaluated as...
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| Published in | Tetrahedron letters Vol. 47; no. 44; pp. 7793 - 7796 |
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| Main Authors | , , , , , , , |
| Format | Journal Article |
| Language | English |
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Elsevier Ltd
30.10.2006
Elsevier |
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| Abstract | Five new N-terminal prolyl-dipeptide derivatives were first synthesized as organocatalyst for the direct asymmetric aldol reaction of acetone and electron-deficient aromatic aldehydes at room temperature.
A series of new N-terminal prolyl-dipeptide derivatives have been synthesized and evaluated as organocatalysts for the direct asymmetric aldol reaction of acetone with electron-deficient aromatic aldehydes. At room temperature, the presence of 10
mol
% of catalysts
2 and
5 efficiently catalyzes the direct asymmetric aldol reaction to give the aldol adducts with modest to excellent enantiomeric excesses (ee) values, which are up to 96%. |
|---|---|
| AbstractList | A series of new N-terminal prolyl-dipeptide derivatives have been synthesized and evaluated as organocatalysts for the direct asymmetric aldol reaction of acetone with electron-deficient aromatic aldehydes. At room temperature, the presence of 10 mol % of catalysts 2 and 5 efficiently catalyzes the direct asymmetric aldol reaction to give the aldol adducts with modest to excellent enantiomeric excesses (ee) values, which are up to 96%. (c) 2006 Elsevier Ltd. All rights reserved. Five new N-terminal prolyl-dipeptide derivatives were first synthesized as organocatalyst for the direct asymmetric aldol reaction of acetone and electron-deficient aromatic aldehydes at room temperature. A series of new N-terminal prolyl-dipeptide derivatives have been synthesized and evaluated as organocatalysts for the direct asymmetric aldol reaction of acetone with electron-deficient aromatic aldehydes. At room temperature, the presence of 10 mol % of catalysts 2 and 5 efficiently catalyzes the direct asymmetric aldol reaction to give the aldol adducts with modest to excellent enantiomeric excesses (ee) values, which are up to 96%. |
| Author | Wang, Xiao-Ming Wang, Yong-Zhi Liu, Fu-An Bai, Jie Zhang, Suo-Qin Yang, Song-Tao Zheng, Ji-Fu Li, Yao-Xian |
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| Keywords | Direct aldol reaction N-terminal prolyl-dipeptide derivatives Organocatalyst Asymmetric catalysis ACID MICHAEL ENANTIOSELECTIVE ALDOL STRATEGY ALDEHYDES asymmetric catalysis DISCOVERY PEPTIDES VERSATILE CATALYSTS organocatalyst direct aldol reaction PROLINE EFFICIENT |
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| Snippet | Five new N-terminal prolyl-dipeptide derivatives were first synthesized as organocatalyst for the direct asymmetric aldol reaction of acetone and... A series of new N-terminal prolyl-dipeptide derivatives have been synthesized and evaluated as organocatalysts for the direct asymmetric aldol reaction of... |
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| SubjectTerms | Asymmetric catalysis Chemistry Chemistry, Organic Direct aldol reaction N-terminal prolyl-dipeptide derivatives Organocatalyst Physical Sciences Science & Technology |
| Title | New N-terminal prolyl-dipeptide derivatives as organocatalysts for direct asymmetric aldol reaction |
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