Concepedia

Direct Chain Elongation of <i>N</i>-Carbamoylpyroglutamate. An Efficient Synthesis of (−)-Pyrrolidine-2,5-Dicarboxylic Acid

Tomihisa Ohta, Akio Hosoi, Toshihiko Kimura, Shigeo Nozoe

Chemistry Letters · 1987 · 56 citations · 11 references

DOI

Concepts

Abstract

Abstract (−)-Pyrrolidine-2,5-dicarboxylic acid, an acidic amino acid component of marine red alga Schizymenia dubyi, has been synthesized with a direct chain elongation reaction of N-carbamoylpyroglutamates at C-5 and a pyrrolidine ring formation.

References

11

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Total synthesis of (-)-domoic acid. A revision of the original structure

Yasufumi Ohfune, M. Tomita · Journal of the American Chemical Society · 1982 · 190 citations

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Amino acids and low-molecular-weight carbohydrates of some marine red algae

Giuseppe Impellizzeri, Sebastiano Mangiafico, Giovanna Oriente et al. · Phytochemistry · 1975 · 157 citations

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Chirospecific syntheses of (+)- and (-)-anatoxin a

John S. Petersen, Gregor Fels, Henry Rapoport · Journal of the American Chemical Society · 1984 · 152 citations

, , +4

Synthesis and activity of optically active disparlure

Shigeru Iwaki, Shingo Marumo, Tetsuo Saito et al. · Journal of the American Chemical Society · 1974 · 147 citations

, , +4