Concepedia

SYNTHESIS AND ITS STEREOCHEMISTRY OF AMINOPHOSPHONIC ACIDS DERIVED FROM 5-HYDROXYMETHYLFURFURAL

Louis Cottier, Gérard Descotes, J. Lewkowski, Romuald Skowroński

Phosphorus, sulfur, and silicon and the related elements · 1996 · 30 citations · 15 references

DOI

Concepts

Abstract

Abstract Some dialkyl N-substituted-α-amino-α-furylmethanephosphonates were synthesized via the addition of dialkyl phosphites to corresponding imines in mild conditions in a short time. When an imine is chirally N-substituted the reaction is stereoselective. Stereochemical aspects of the reaction in the light of Cram rules is discussed in this paper.

References

15

Monoclonal Antibodies: Principles and Practice

M.A. Horton · Journal of Clinical Pathology · 1985 · 649 citations · Full text

, , +12

ORGANIC PHOSPHORUS COMPOUNDS 96.<sup>1</sup>RESOLUTION OF 1-AMINO-2-(4-FLUOROPHENYL)ETHYLPHOSPHONIC ACID AS WELL AS SOME DI- AND TRIPEPTIDES

Ludwig Maier, H. Spörri · Phosphorus, sulfur, and silicon and the related elements · 1991 · 98 citations

, , +8

Very high 1,2-asymmetric induction in the reaction of allyl-9-BBN with certain imines. Evidence for a stereoelectronic effect to enhance the Cram selectivity

Yoshinori Yamamoto, Toshiaki Komatsu, Kazuhiro Maruyama · Journal of the American Chemical Society · 1984 · 81 citations

, , +7

Optically active 1-aminoalkanephosphonic acids. Dibenzoyl-<scp>L</scp>-tartaric anhydride as an effective agent for the resolution of racemic diphenyl 1-aminoalkanephosphonates

Paweł Kafarski, Barbara Lejczak, Jerzy Szewczyk · Canadian Journal of Chemistry · 1983 · 69 citations · Full text

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Electrophilic Amination and Azidation of Chiral α-Alkyl Phosphonamides: Asymmetric Syntheses of α-Amino α-Alkyl Phosphonic Acids†

Stephen Hanessian, Youssef L. Bennani · Synthesis · 1994 · 60 citations

, , +10