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

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Synthesis_of_Enantiomerically_Pure_Diethyl_.pdf
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1992
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Richter, Lutz
Schöllkopf, Ulrich
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Zusammenfassung

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.

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540 Chemie
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Phosphoglutamic acids, Phosphoprolines, Michael additions, Lactams
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ISO 690GROTH, Ulrich, Lutz RICHTER, Ulrich SCHÖLLKOPF, 1992. Synthesis of Enantiomerically Pure Diethyl 2-Pyrrolidinyl- and 5-0xo-2-pyrrolidinylphosphonates. In: Liebigs Annalen der Chemie. 1992, 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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