Creation of chirality in the reaction of the chiral ester enolate-imine condensation leading to the stereodivergent synthesis of β-lactams
✍ Scribed by Makoto Shimizu; Yoshihiro Teramoto; Tamotsu Fujisawa
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- French
- Weight
- 241 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
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
Chiral N-phosphonyl imines attached by 1-naphthyl group were found to react with lithium malonate enolates smoothly to give chiral b-aminomalonates. Good yields and excellent diastereoselectivity were achieved for sixteen examples. The chiral auxiliary can be readily removed by treating with trifluo