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Chiral N-Phosphonyl Imine Chemistry: Asymmetric Aza-Henry Reaction

โœ Scribed by Adiseshu Kattuboina; Parminder Kaur; Teng Ai; Guigen Li


Book ID
111368522
Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
215 KB
Volume
71
Category
Article
ISSN
1747-0277

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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 sensi

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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