Abstract
A catalytic amount of a chiral zinc alkoxide of 5-carbamoyl-3-pyridyl alkyl alcohol catalyzes an enantioselective alkylation of 5-carbitmoylpyridine-3-carbaldehyde by diisopropylzinc to afford itself in up to 86% e.e. with the same configuration as the catalyst. Enantioselectivity is dependent on the structure of substituents on the nitrogen atom of the amide.
| Original language | English |
|---|---|
| Pages (from-to) | 8783-8786 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 37 |
| Issue number | 48 |
| DOIs | |
| Publication status | Published - 1996 Nov 25 |
| Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Cite this
Shibata, T., Morioka, H., Tanji, S., Hayase, T., Kodaka, Y., & Soai, K. (1996). Enantioselective synthesis of chiral 5-carbamoyl-3-pyridyl alcohols by asymmetric autocatalytic reaction. Tetrahedron Letters, 37(48), 8783-8786. https://doi.org/10.1016/S0040-4039(96)02031-X