Diastereoselective Baylis-Hillman reaction using N-glyoxyloyl camphorpyrazolidinone as an electrophile: Synthesis of optically pure 2-hydroxy-3-methylene succinic acid derivative

Jia Fu Pan, Kwunmin Chen

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

The camphorpyrazolidinone derived N-glyoxylate was efficiently prepared and used as an electrophile in the Baylis-Hillman reaction under classical DABCO catalyzed conditions. The corresponding 2-hydroxy-3-methylene succinic acid derivative was generally obtained with excellent diastereoselectivity and moderate chemical yields (51-75%).

Original languageEnglish
Pages (from-to)2541-2543
Number of pages3
JournalTetrahedron Letters
Volume45
Issue number12
DOIs
Publication statusPublished - 2004 Mar 15

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Succinic Acid
Derivatives
glyoxylic acid
triethylenediamine

Keywords

  • Diasteroselective Baylis-Hillman

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

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abstract = "The camphorpyrazolidinone derived N-glyoxylate was efficiently prepared and used as an electrophile in the Baylis-Hillman reaction under classical DABCO catalyzed conditions. The corresponding 2-hydroxy-3-methylene succinic acid derivative was generally obtained with excellent diastereoselectivity and moderate chemical yields (51-75{\%}).",
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