Abstract
Enantioselectivity of deprotonation reaction of 4-tert-butylcyclohexanone (2) by a monodentate chiral lithium amide ((R,R)-1) in THF is strongly influenced by the presence of lithium halides. Aggregation states of this chiral lithium amide in THF-d8 in the absence and in the presence of lithium halides were studied by 6Li and 15N NMR. It is concluded that the mixed dimer (D) is the species to give the high enantioselectivity of the reaction.
| Original language | English |
|---|---|
| Pages (from-to) | 7377-7380 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 37 |
| Issue number | 41 |
| DOIs | |
| Publication status | Published - Oct 7 1996 |
| Externally published | Yes |
Fingerprint
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry
Cite this
Solution structures of a monodentate chiral lithium amide in the presence of lithium halide. / Sugasawa, Keizo; Shindo, Mitsuru; Noguchi, Hiroshi; Koga, Kenji.
In: Tetrahedron Letters, Vol. 37, No. 41, 07.10.1996, p. 7377-7380.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Solution structures of a monodentate chiral lithium amide in the presence of lithium halide
AU - Sugasawa, Keizo
AU - Shindo, Mitsuru
AU - Noguchi, Hiroshi
AU - Koga, Kenji
PY - 1996/10/7
Y1 - 1996/10/7
N2 - Enantioselectivity of deprotonation reaction of 4-tert-butylcyclohexanone (2) by a monodentate chiral lithium amide ((R,R)-1) in THF is strongly influenced by the presence of lithium halides. Aggregation states of this chiral lithium amide in THF-d8 in the absence and in the presence of lithium halides were studied by 6Li and 15N NMR. It is concluded that the mixed dimer (D) is the species to give the high enantioselectivity of the reaction.
AB - Enantioselectivity of deprotonation reaction of 4-tert-butylcyclohexanone (2) by a monodentate chiral lithium amide ((R,R)-1) in THF is strongly influenced by the presence of lithium halides. Aggregation states of this chiral lithium amide in THF-d8 in the absence and in the presence of lithium halides were studied by 6Li and 15N NMR. It is concluded that the mixed dimer (D) is the species to give the high enantioselectivity of the reaction.
UR - http://www.scopus.com/inward/record.url?scp=0030574042&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0030574042&partnerID=8YFLogxK
U2 - 10.1016/0040-4039(96)01681-4
DO - 10.1016/0040-4039(96)01681-4
M3 - Article
AN - SCOPUS:0030574042
VL - 37
SP - 7377
EP - 7380
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 41
ER -