Abstract
Adding value: The direct vinylogous Michael addition of γ-substituted butenolides with a series of 3-aroyl acrylates and 1,2-diaroylethylenes has been demonstrated. This organocatalytic method delivers highly enantio- and diastereomerically pure γ,γ-disubstituted butenolides with adjacent quaternary and tertiary stereocenters (see scheme).
| Original language | English |
|---|---|
| Pages (from-to) | 7713-7717 |
| Number of pages | 5 |
| Journal | Chemistry - A European Journal |
| Volume | 19 |
| Issue number | 24 |
| DOIs | |
| Publication status | Published - 2013 Jun 10 |
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Keywords
- Michael addition
- cinchona alkaloids
- organocatalysis
- quaternary stereogenic center
- γ-butenolides
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Cite this
Organocatalytic enantioselective direct vinylogous michael addition of γ-substituted butenolides to 3-aroyl acrylates and 1,2-diaroylethylenes. / Das, Utpal; Chen, Yi Ru; Tsai, Yi Ling; Lin, Wen-Wei.
In: Chemistry - A European Journal, Vol. 19, No. 24, 10.06.2013, p. 7713-7717.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Organocatalytic enantioselective direct vinylogous michael addition of γ-substituted butenolides to 3-aroyl acrylates and 1,2-diaroylethylenes
AU - Das, Utpal
AU - Chen, Yi Ru
AU - Tsai, Yi Ling
AU - Lin, Wen-Wei
PY - 2013/6/10
Y1 - 2013/6/10
N2 - Adding value: The direct vinylogous Michael addition of γ-substituted butenolides with a series of 3-aroyl acrylates and 1,2-diaroylethylenes has been demonstrated. This organocatalytic method delivers highly enantio- and diastereomerically pure γ,γ-disubstituted butenolides with adjacent quaternary and tertiary stereocenters (see scheme).
AB - Adding value: The direct vinylogous Michael addition of γ-substituted butenolides with a series of 3-aroyl acrylates and 1,2-diaroylethylenes has been demonstrated. This organocatalytic method delivers highly enantio- and diastereomerically pure γ,γ-disubstituted butenolides with adjacent quaternary and tertiary stereocenters (see scheme).
KW - Michael addition
KW - cinchona alkaloids
KW - organocatalysis
KW - quaternary stereogenic center
KW - γ-butenolides
UR - http://www.scopus.com/inward/record.url?scp=84878598084&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84878598084&partnerID=8YFLogxK
U2 - 10.1002/chem.201301332
DO - 10.1002/chem.201301332
M3 - Article
C2 - 23649965
AN - SCOPUS:84878598084
VL - 19
SP - 7713
EP - 7717
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
IS - 24
ER -