Stereospecific ring expansion of β-lactams to γ-lactams with trimethylsilyldiazomethane

Deok-Chan Ha, Seogshin Kang, Coo Min Chung, Hyun Kyung Lim

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

Ring opening of N-carboxylated β-lactams with trimethylsilyldiazomethane anion followed by photolytic Wolff rearrangement provided γ-lactams in a stereospecific manner.

Original languageEnglish
Pages (from-to)7541-7544
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number41
Publication statusPublished - 1998 Oct 8

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Lactams
Anions
trimethylsilyldiazomethane

Keywords

  • Azetidinones
  • Pyrrolidinones
  • Rearrangements
  • Ring-transformations

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Stereospecific ring expansion of β-lactams to γ-lactams with trimethylsilyldiazomethane. / Ha, Deok-Chan; Kang, Seogshin; Chung, Coo Min; Lim, Hyun Kyung.

In: Tetrahedron Letters, Vol. 39, No. 41, 08.10.1998, p. 7541-7544.

Research output: Contribution to journalArticle

Ha, Deok-Chan ; Kang, Seogshin ; Chung, Coo Min ; Lim, Hyun Kyung. / Stereospecific ring expansion of β-lactams to γ-lactams with trimethylsilyldiazomethane. In: Tetrahedron Letters. 1998 ; Vol. 39, No. 41. pp. 7541-7544.
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