Chiral N-phosphonyl imine chemistry: Asymmetric aza-Henry reaction

Adiseshu Kattuboina; Parminder Kaur; Teng Ai; Guigen Li

doi:10.1111/j.1747-0285.2008.00633.x

Chiral N-phosphonyl imine chemistry: Asymmetric aza-Henry reaction

Adiseshu Kattuboina, Parminder Kaur, Teng Ai, Guigen Li

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

43 Scopus citations

Abstract

A series of chiral N-phosphonyl imines have been synthesized and utilized successfully in asymmetric aza-Henry reaction. The chiral auxiliary was optimized for this reaction by varying different R groups on the nitrogen atoms. The reaction is convenient to perform to give excellent yields and good diastereoselectivities. The absolute stereochemistry was unambiguously determined by converting a resulting vicinal nitroamine into its N-Boc derivative which serves as a known compound.

Original language	English
Pages (from-to)	216-223
Number of pages	8
Journal	Chemical Biology and Drug Design
Volume	71
Issue number	3
DOIs	https://doi.org/10.1111/j.1747-0285.2008.00633.x
State	Published - Mar 2008

Keywords

Chiral N-phosphonyl imines
Chiral phosphoramide
aza-Henry reaction

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abstract = "A series of chiral N-phosphonyl imines have been synthesized and utilized successfully in asymmetric aza-Henry reaction. The chiral auxiliary was optimized for this reaction by varying different R groups on the nitrogen atoms. The reaction is convenient to perform to give excellent yields and good diastereoselectivities. The absolute stereochemistry was unambiguously determined by converting a resulting vicinal nitroamine into its N-Boc derivative which serves as a known compound.",

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AU - Li, Guigen

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