Synthesis of chiral N-phosphinyl α-imino esters and their application in asymmetric synthesis of α-amino esters by reduction

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dc.creatorXiong, Yiwen
dc.creatorMei, Haibo
dc.creatorWu, Lingmin
dc.creatorHan, Jianlin
dc.creatorPan, Yi
dc.creatorLi, Guigen (TTU)
dc.date.accessioned2023-09-13T18:58:55Z
dc.date.available2023-09-13T18:58:55Z
dc.date.issued2014
dc.descriptioncc-by
dc.description.abstractA variety of chiral N-phosphinyl a-imino esters have been synthesized for the first time from ketoesters and phosphinylamide, which were then reduced by L-selectride to give the corresponding N-phosphinyl-protected a-amino esters. The reduction proceeded very well with excellent chemical yields (88-98%) as well as high diastereoselectivities (96:4 to 99:1). Some of these products could be obtained without column chromatography and recrystallization. The chiral phosphinyl auxiliary could be easily cleaved under acidic conditions. © 2014 Xiong et al; licensee Beilstein-Institut.
dc.identifier.citationXiong, Y., Mei, H., Wu, L., Han, J., Pan, Y., & Li, G.. 2014. Synthesis of chiral N-phosphinyl α-imino esters and their application in asymmetric synthesis of α-amino esters by reduction. Beilstein Journal of Organic Chemistry, 10. https://doi.org/10.3762/bjoc.10.57
dc.identifier.urihttps://doi.org/10.3762/bjoc.10.57
dc.identifier.urihttps://hdl.handle.net/2346/96039
dc.language.isoeng
dc.subjectGroup-assisted purification
dc.subjectPhosphinyl auxiliary
dc.subjectReduction
dc.subjectα-amino ester
dc.subjectα-imino ester
dc.titleSynthesis of chiral N-phosphinyl α-imino esters and their application in asymmetric synthesis of α-amino esters by reduction
dc.typeArticle

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