Abstract
Both (E)- and (Z)-3-hydroxy-2-methyl-1-alkenyl iodides were stereoselectively synthesized from iodomethylated epoxides by treatment with sodium hexamethyldisilazane in DMF and with LDA in THF (or lithium 2,2,6,6-tetramethylpiperidide in THF), respectively.
| Original language | English |
|---|---|
| Pages (from-to) | 4843-4848 |
| Number of pages | 6 |
| Journal | Tetrahedron Letters |
| Volume | 47 |
| Issue number | 28 |
| DOIs | |
| Publication status | Published - 2006 Jul 12 |
Keywords
- Anti elimination
- Base-promoted ring-opening
- Epoxides
- Syn elimination
- Vinyl iodides
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Ichige, T., Matsuda, D., & Nakata, M. (2006). Stereoselective synthesis of (E)- and (Z)-3-hydroxy-2-methyl-1-alkenyl iodides by base-promoted ring-opening of iodomethylated epoxides. Tetrahedron Letters, 47(28), 4843-4848. https://doi.org/10.1016/j.tetlet.2006.05.023