An enantioselective synthesis of a key intermediate to thienamycin by chemicoenzymatic approach
โ Scribed by Harumi Kaga; Susumu Kobayashi; Masaji Ohno
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 320 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
An enantioselective synthesis of intermediates in syntheses of thienamycin (15) and epithienamycin-C (16) is described. Several years ago we reported that N-trimethylsilyl imines react with ester enolates to afford l-unsubstituted-B-lactams. 1 We also showed that ethyl B-hydroxybutyrate would serve
Cycloaddition of the enantiomeric 4-acetoxy-2-azetidinone (5) with the 2-siloxy-1,3butadiene (8) gives the carbacephem 9 which is cleaved via ozone and cyclized to the carbapenem system (+)-13 in 30% overall yield. The extensive activity directed toward the carbapenem systems (1, 2) due to their hig
An enantioselective route for the total synthesis of forskolin, a potent activator of adenylate cyclase, has been developed which is based on reduction of dienone 3 to the (S)-alcohol4 and conversion in two steps to tricyclic lactone 9, obtained in optically pure form simply by recrystallization. A