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 journal › Article

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

Diastereoselective Baylis-Hillman reaction using N-glyoxyloyl camphorpyrazolidinone as an electrophile : Synthesis of optically pure 2-hydroxy-3-methylene succinic acid derivative. / Pan, Jia Fu; Chen, Kwunmin.

In: Tetrahedron Letters, Vol. 45, No. 12, 15.03.2004, p. 2541-2543.

Research output: Contribution to journal › Article

Pan, JF & Chen, K 2004, 'Diastereoselective Baylis-Hillman reaction using N-glyoxyloyl camphorpyrazolidinone as an electrophile: Synthesis of optically pure 2-hydroxy-3-methylene succinic acid derivative', Tetrahedron Letters, vol. 45, no. 12, pp. 2541-2543. https://doi.org/10.1016/j.tetlet.2004.02.001
Pan JF, Chen K. Diastereoselective Baylis-Hillman reaction using N-glyoxyloyl camphorpyrazolidinone as an electrophile: Synthesis of optically pure 2-hydroxy-3-methylene succinic acid derivative. Tetrahedron Letters. 2004 Mar 15;45(12):2541-2543. https://doi.org/10.1016/j.tetlet.2004.02.001
Pan, Jia Fu ; Chen, Kwunmin. / Diastereoselective Baylis-Hillman reaction using N-glyoxyloyl camphorpyrazolidinone as an electrophile : Synthesis of optically pure 2-hydroxy-3-methylene succinic acid derivative. In: Tetrahedron Letters. 2004 ; Vol. 45, No. 12. pp. 2541-2543.
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