Abstract
Synthetically useful β,γ-unsaturated carbonyl compounds having a quaternary carbon at the α-position were prepared with high stereoselectivity by the reaction of a dienolate anion derived from α,β-unsaturated imide having a chiral auxiliary and electrophiles (ethyl acetate and allyl iodide as the C2 and C3 unit, respectively). This method was applied to a short asymmetric synthesis of (+)-ethosuximide.
| Original language | English |
|---|---|
| Pages (from-to) | 9303-9305 |
| Number of pages | 3 |
| Journal | Tetrahedron Letters |
| Volume | 44 |
| Issue number | 52 |
| DOIs | |
| Publication status | Published - 2003 Dec 22 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Abe, T., Suzuki, T., Sekiguchi, K., Hosokawa, S., & Kobayashi, S. (2003). Stereoselective construction of a quaternary carbon substituted with multifunctional groups: Application to the concise synthesis of (+)-ethosuximide. Tetrahedron Letters, 44(52), 9303-9305. https://doi.org/10.1016/j.tetlet.2003.10.081