✦ LIBER ✦
An improved entry to a key intermediate for thienamycin synthesis from methyl (R)-3-hydroxybutanoate via direct epimerization at C-3 on 2-azetidinone rings
✍ Scribed by Toshiyuki Chiba; Takeshi Nakai
- Book ID
- 104228927
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- French
- Weight
- 137 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
An improved entry to a key thienamycin intermediate is described which relies upon the direct epimerization at C-3 of the 3-(1-hydroxyethyl)-2azetidinone derivatives readily obtained from methyl (R)-3-hydroxybutanoate. Thienamycin (A) has been the focus of current synthetic attention. 2 Recently we have reported a synthetic route to the key thienamycin intermediate (2) based on the enolate-imine condensation of methyl (R)-3-hydroxybutanoate (2) with the