Concepedia

<i>N</i>-(9-(9-Phenylfluorenyl))homoserine-Derived Cyclic Sulfamidates:  Novel Chiral Educts for the Synthesis of Enantiopure γ-Substituted α-Amino Acids

Mohamed Atfani, Lan Wei, William D. Lubell

Organic Letters · 2001 · 44 citations · 15 references

DOI

Concepts

Abstract

(4S)-tert-Butyl 2,2-dioxo-3-PhF-1,2,3-oxathiazainane-4-carboxylate reacted effectively with nitrogen, sulfur, and oxygen nucleophiles to provide enantiopure (>97% ee) gamma-substituted alpha-amino acids. Reaction: see text.

References

15

Synthesis of 1,3-Difunctionalized Amine Derivatives through Selective C−H Bond Oxidation

Christine G. Espino, Paul M. Wehn, Jessica Chow et al. · Journal of the American Chemical Society · 2001 · 518 citations

, , +12

1,2,3-oxathiazolidines. Heterocyclic system

James A. Deyrup, Calvin L. Moyer · The Journal of Organic Chemistry · 1969 · 153 citations

, , +7

Synthesis of optically pure pipecolates from L-asparagine. Application to the total synthesis of (+)-apovincamine through amino acid decarbonylation and iminium ion cyclization

Bradley D. Christie, Henry Rapoport · The Journal of Organic Chemistry · 1985 · 75 citations

, , +8

Cyclic sulphamidates: New synthetic precursors for β-functionalised α-amino acids.

Jack E. Baldwin, Alan C. Spivey, Christopher J. Schofield · Tetrahedron Asymmetry · 1990 · 73 citations

, , +14

Synthesis and pharmacological evaluation of a series of dibenzo[a,d]cycloalkenimines as N-methyl-D-aspartate antagonists

Wayne J. Thompson, Paul Anderson, Susan F. Britcher et al. · Journal of Medicinal Chemistry · 1990 · 68 citations

, , +13