Abstract
Reversal of enantioface selectivity was observed by merely switching the solvent from CH2Cl2 (enantiomer ratio of the adduct = 91:9) to THF (14:86) in the asymmetric Diels-Alder reaction catalyzed by the aluminum complex of a newly prepared chiral menthol derivative. Negative nonlinear effect on the relationship between enantiomeric excesses of the reaction product and optical purities of the ligand was observed for the reaction in CH2Cl2 whilst linear relationship for that in THF.
| Original language | English |
|---|---|
| Pages (from-to) | 8231-8232 |
| Number of pages | 2 |
| Journal | Tetrahedron Letters |
| Volume | 38 |
| Issue number | 47 |
| DOIs | |
| Publication status | Published - Nov 24 1997 |
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All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry
Cite this
Remarkable solvent effect on the enantioface selectivity in the Diels- Alder reaction catalyzed by an aluminum complex of a newly prepared chiral menthol derivative. / Naraku, Go; Hori, Kiyoto; Ito, Yoshio; Katsuki, Tsutomu.
In: Tetrahedron Letters, Vol. 38, No. 47, 24.11.1997, p. 8231-8232.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Remarkable solvent effect on the enantioface selectivity in the Diels- Alder reaction catalyzed by an aluminum complex of a newly prepared chiral menthol derivative
AU - Naraku, Go
AU - Hori, Kiyoto
AU - Ito, Yoshio
AU - Katsuki, Tsutomu
PY - 1997/11/24
Y1 - 1997/11/24
N2 - Reversal of enantioface selectivity was observed by merely switching the solvent from CH2Cl2 (enantiomer ratio of the adduct = 91:9) to THF (14:86) in the asymmetric Diels-Alder reaction catalyzed by the aluminum complex of a newly prepared chiral menthol derivative. Negative nonlinear effect on the relationship between enantiomeric excesses of the reaction product and optical purities of the ligand was observed for the reaction in CH2Cl2 whilst linear relationship for that in THF.
AB - Reversal of enantioface selectivity was observed by merely switching the solvent from CH2Cl2 (enantiomer ratio of the adduct = 91:9) to THF (14:86) in the asymmetric Diels-Alder reaction catalyzed by the aluminum complex of a newly prepared chiral menthol derivative. Negative nonlinear effect on the relationship between enantiomeric excesses of the reaction product and optical purities of the ligand was observed for the reaction in CH2Cl2 whilst linear relationship for that in THF.
UR - http://www.scopus.com/inward/record.url?scp=0030691198&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0030691198&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(97)10202-7
DO - 10.1016/S0040-4039(97)10202-7
M3 - Article
AN - SCOPUS:0030691198
VL - 38
SP - 8231
EP - 8232
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 47
ER -