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 |
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Pages (from-to) | 4843-4848 |
Number of pages | 6 |
Journal | Tetrahedron Letters |
Volume | 47 |
Issue number | 28 |
DOIs | |
Publication status | Published - 2006 Jul 12 |
Externally published | Yes |
Keywords
- Anti elimination
- Base-promoted ring-opening
- Epoxides
- Syn elimination
- Vinyl iodides
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry