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Chiral N-phosphonyl imine chemistry: new reagents and their applications for asymmetric reactions

โœ 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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โœฆ 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.


๐Ÿ“œ SIMILAR VOLUMES


Chiral N-phosphonyl imine chemistry: asy
โœ Zhong-Xiu Chen; Teng Ai; Parminder Kaur; Guigen Li ๐Ÿ“‚ Article ๐Ÿ“… 2009 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 179 KB

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