Abstract
In an aprotic solvent, dimethylformamide, a coupling reaction between an α,β-unsaturated ketone and an aldehyde is achieved with chromium(II) chloride. An intermolecular aldol reaction and an intramolecular cyclization proceed sequentially to give cis-2-hydroxyalkyl-substituted cyclopropanol stereoselectively [Eq. (a)].
| Original language | English |
|---|---|
| Pages (from-to) | 2725-2727 |
| Number of pages | 3 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 39 |
| Issue number | 15 |
| DOIs | |
| Publication status | Published - Aug 4 2000 |
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Keywords
- Aldehydes
- Aldol reactions
- Chromium
- Cross-coupling
- Ketones
ASJC Scopus subject areas
- Chemistry(all)
Cite this
Cross-coupling reactions between α,β-unsaturated ketones and aldehydes with CrCl2 : Aldol condensation and cyclopropanol formation. / Toratsu, Chika; Fujii, Takafumi; Suzuki, Takuma; Takai, Kazuhiko.
In: Angewandte Chemie - International Edition, Vol. 39, No. 15, 04.08.2000, p. 2725-2727.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Cross-coupling reactions between α,β-unsaturated ketones and aldehydes with CrCl2
T2 - Aldol condensation and cyclopropanol formation
AU - Toratsu, Chika
AU - Fujii, Takafumi
AU - Suzuki, Takuma
AU - Takai, Kazuhiko
PY - 2000/8/4
Y1 - 2000/8/4
N2 - In an aprotic solvent, dimethylformamide, a coupling reaction between an α,β-unsaturated ketone and an aldehyde is achieved with chromium(II) chloride. An intermolecular aldol reaction and an intramolecular cyclization proceed sequentially to give cis-2-hydroxyalkyl-substituted cyclopropanol stereoselectively [Eq. (a)].
AB - In an aprotic solvent, dimethylformamide, a coupling reaction between an α,β-unsaturated ketone and an aldehyde is achieved with chromium(II) chloride. An intermolecular aldol reaction and an intramolecular cyclization proceed sequentially to give cis-2-hydroxyalkyl-substituted cyclopropanol stereoselectively [Eq. (a)].
KW - Aldehydes
KW - Aldol reactions
KW - Chromium
KW - Cross-coupling
KW - Ketones
UR - http://www.scopus.com/inward/record.url?scp=0034604558&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0034604558&partnerID=8YFLogxK
U2 - 10.1002/1521-3773(20000804)39:15<2725::AID-ANIE2725>3.0.CO;2-U
DO - 10.1002/1521-3773(20000804)39:15<2725::AID-ANIE2725>3.0.CO;2-U
M3 - Article
AN - SCOPUS:0034604558
VL - 39
SP - 2725
EP - 2727
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
SN - 1433-7851
IS - 15
ER -