Abstract
The domino effect: An efficient and general catalytic one-pot synthesis of quaternary-substituted isochroman derivatives has been developed (see scheme). The cascade transformation relies on rhodium-catalyzed highly regio- and enantioselective 1,2-addition of arylboronic acids to unsymmetrical α-diketones and intramolecular etherification or esterification, and provides a variety of enantioenriched isochromanones under exceptionally mild conditions.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 865-869 |
| Number of pages | 5 |
| Journal | Chemistry - A European Journal |
| Volume | 19 |
| Issue number | 3 |
| DOIs | |
| State | Published - Jan 14 2013 |
| Externally published | Yes |
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Keywords
- AC-7954
- asymmetric catalysis
- domino reactions
- isochromans
- rhodium
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Cite this
Rhodium-catalyzed enantioselective addition to unsymmetrical α-diketones : Tandem one-pot synthesis of optically active 3-tetrasubstituted isochroman derivatives. / Zhu, Ting Shun; Chen, Jianping; Xu, Ming Hua.
In: Chemistry - A European Journal, Vol. 19, No. 3, 14.01.2013, p. 865-869.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Rhodium-catalyzed enantioselective addition to unsymmetrical α-diketones
T2 - Tandem one-pot synthesis of optically active 3-tetrasubstituted isochroman derivatives
AU - Zhu, Ting Shun
AU - Chen, Jianping
AU - Xu, Ming Hua
PY - 2013/1/14
Y1 - 2013/1/14
N2 - The domino effect: An efficient and general catalytic one-pot synthesis of quaternary-substituted isochroman derivatives has been developed (see scheme). The cascade transformation relies on rhodium-catalyzed highly regio- and enantioselective 1,2-addition of arylboronic acids to unsymmetrical α-diketones and intramolecular etherification or esterification, and provides a variety of enantioenriched isochromanones under exceptionally mild conditions.
AB - The domino effect: An efficient and general catalytic one-pot synthesis of quaternary-substituted isochroman derivatives has been developed (see scheme). The cascade transformation relies on rhodium-catalyzed highly regio- and enantioselective 1,2-addition of arylboronic acids to unsymmetrical α-diketones and intramolecular etherification or esterification, and provides a variety of enantioenriched isochromanones under exceptionally mild conditions.
KW - AC-7954
KW - asymmetric catalysis
KW - domino reactions
KW - isochromans
KW - rhodium
UR - http://www.scopus.com/inward/record.url?scp=84872179702&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84872179702&partnerID=8YFLogxK
U2 - 10.1002/chem.201203701
DO - 10.1002/chem.201203701
M3 - Article
C2 - 23239222
AN - SCOPUS:84872179702
VL - 19
SP - 865
EP - 869
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
IS - 3
ER -