The asymmetric synthesis of β-lactam antibiotics - I. application of chiral oxazolidones in the staudinger reaction.
✍ Scribed by David A. Evans; Eric B. Sjogren
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- French
- Weight
- 252 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
Enantiopure cis and trans b-lactams 3a-e and 4a-e, respectively, have been synthesized via cycloaddition between chiral oxazolidinyl propynes 1a-b and nitrones 2a-d, in the presence of cuprous iodide (the Kinugasa reaction).
The synthesis of cis-azetidinones on solid support via the Staudinger reaction is described. The final products are obtained in high purity with no purification required.
Imines derived from chiral a$-epoxyaldehydes have been shown to be useful chiral glyoxal imine synthons in the ketene-imine cycloaddition reaction. This process, which proceeds with high levels of reaction diastereoselection, affords enantiomerically pure &-substituted 3-amino-4alkylazetidinones in