Concepedia

Asymmetric Synthesis of Aziridinyl Phosphonates Using Darzens-Type Reaction of Chloromethyl Phosphonate to Chiral Sulfinimines

Dae Young Kim, Ki Hyung Suh, Jin Seok Choi, Joo Yang Mang, Sung K. Chang

Synthetic Communications · 2000 · 22 citations · 8 references

DOI

Concepts

Abstract

Abstract Darzens-type reaction of chloromethyl phosphonate with (S)-(+)-N-sulfinimines gave (Ss, 2S, 3R)-diethyl 3-aryl-2-N-(p-toluenesulfinyl)aziridinyl-phosphonate (3) in good yields.

References

8

Chiral Aziridines—Their Synthesis and Use in Stereoselective Transformations

David Tanner · Angewandte Chemie International Edition in English · 1994 · 1.1K citations

, , +10

Synthesis and structure-activity relationships of antibacterial phosphonopeptides incorporating (1-aminoethyl)phosphonic acid and (aminomethyl)phosphonic acid

F. R. Atherton, Cedric H. Hassall, Robert Lambert · Journal of Medicinal Chemistry · 1986 · 568 citations

, , +13

Renin inhibitors. Synthesis of transition-state analog inhibitors containing phosphorus acid derivatives at the scissile bond

Mark C. Allen, Walter Fuhrer, B. Tuck et al. · Journal of Medicinal Chemistry · 1989 · 474 citations · Full text

, , +14

Peptide Synthesis Catalyzed by an Antibody Containing a Binding Site for Variable Amino Acids

Ralph Hirschmann, Amos B. Smith, Carol M. Taylor et al. · Science · 1994 · 351 citations

, , +8

Asymmetric Synthesis and Properties of Sulfinimines (Thiooxime <i>S</i>-Oxides)

Franklin A. Davis, Rajarathnam E. Reddy, Joanna M. Szewczyk et al. · The Journal of Organic Chemistry · 1997 · 199 citations

, , +9