Chiral N-phosphonyl imine chemistry: new reagents and their applications for asymmetric reactions
โ Scribed by Adiseshu Kattuboina; Guigen Li
- Book ID
- 104094970
- Publisher
- Elsevier Science
- Year
- 2008
- Tongue
- French
- Weight
- 180 KB
- Volume
- 49
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Novel chiral N-phosphonyl imines 2 have been designed and synthesized using chiral N-phosphoramide 1. These N-phosphonyl imines have been successfully utilized for asymmetric aza-Darzens reaction and asymmetric aza-Henry reaction. The C 2 -symmetric chiral auxiliary tolerates oxidation, is not sensitive to racemization and can be recycled for large scale synthesis.
๐ SIMILAR VOLUMES
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