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The GAP chemistry for chiral N-phosphonyl imine-based Strecker reaction

โœ Scribed by Kaur, Parminder; Wever, Walter; Pindi, Suresh; Milles, Raizada; Gu, Peng; Shi, Min; Li, Guigen


Book ID
120661790
Publisher
Royal Society of Chemistry
Year
2011
Tongue
English
Weight
175 KB
Volume
13
Category
Article
ISSN
1463-9262

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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