Synthesis of Enantiomerically Pure Diethyl 2-Pyrrolidinyl- and 5-0xo-2-pyrrolidinylphosphonates

Groth, Ulrich; Richter, Lutz; Schöllkopf, Ulrich

Synthesis of Enantiomerically Pure Diethyl 2-Pyrrolidinyl- and 5-0xo-2-pyrrolidinylphosphonates

Files

Synthesis_of_Enantiomerically_Pure_Diethyl_.pdf(829.66 KB)

Date

1992

Authors

Groth, Ulrich

Richter, Lutz

Schöllkopf, Ulrich

Publication type

Journal article

Published in

Liebigs Annalen der Chemie ; 1992 (1992), 9. - pp. 903-909. - ISSN 0170-2041. - eISSN 1099-0690

Abstract

Enantiomerically pure 3- and 4-substituted phosphonic acid derivatives 5 of pyroglutamic acid were prepared by a Michael addition of the lithiated (+)-camphor derivative 2 to α,β-unsaturated esters and subsequent hydrolysis. The reduction of the lactams 5 with LiBH4/BF3·OEtz afforded substituted phosphonic acid analogues 7 of proline.

Subject (DDC)

540 Chemistry

Keywords

Phosphoglutamic acids,Phosphoprolines,Michael additions,Lactams

Cite This

ISO 690

GROTH, Ulrich, Lutz RICHTER, Ulrich SCHÖLLKOPF, 1992. Synthesis of Enantiomerically Pure Diethyl 2-Pyrrolidinyl- and 5-0xo-2-pyrrolidinylphosphonates. In: Liebigs Annalen der Chemie. 1992(9), pp. 903-909. ISSN 0170-2041. eISSN 1099-0690. Available under: doi: 10.1002/jlac.1992199201150

BibTex

@article{Groth1992Synth-9874,
  year={1992},
  doi={10.1002/jlac.1992199201150},
  title={Synthesis of Enantiomerically Pure Diethyl 2-Pyrrolidinyl- and 5-0xo-2-pyrrolidinylphosphonates},
  number={9},
  volume={1992},
  issn={0170-2041},
  journal={Liebigs Annalen der Chemie},
  pages={903--909},
  author={Groth, Ulrich and Richter, Lutz and Schöllkopf, Ulrich}
}

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