The stereoselective synthesis of two precursors of tricyclic β-ring-forming reaction followed by the reduction of a functionalized aromatic substituent at C-4 of the β-lactam lactam antibiotics (trinems) has been attempted by a novel approach that involves a highly stereoselective azetidinone nucleu
A novel, double-asymmetric aldol approach to the synthesis of a 1β-methyl carbapenem antibiotic precursor
✍ Scribed by Fumiyuki Shirai; Takeshi Nakai
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 245 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A novel synthetic approach to the 1 B-methyl carbapenem key precursor is described -whichinvolvesthe chelation-controlled double-asymmetric aldol reaction as the key step.
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The 3-methyl group in 2-thiacephem-4-carboxylates can be brominated in good yield, thus providing access to a series of highly active penem antibiotics. References and Notes