Facile synthesis of versatile functionalized amino caprolactams using RCM reactions of α-amino acrylamide

Gang Liu, Wan Yi Tai, Yu Lin Li, Fa Jun Nan

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

We report an efficient synthetic methodology allowing access to functionalized α-amino caprolactams using ring-closing metathesis (RCM). A very high tolerance of α-amino acrylamide RCM precursors toward functional groups is demonstrated. The synthetic pathway is facile, and can be extended to prepare a variety of substituted amino caprolactams in good to excellent yields. These compounds serve as versatile building blocks for the synthesis of some important natural products and their analogues.

Original languageEnglish (US)
Pages (from-to)3295-3298
Number of pages4
JournalTetrahedron Letters
Volume47
Issue number19
DOIs
StatePublished - May 8 2006
Externally publishedYes

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Caprolactam
Acrylamide
Biological Products
Functional groups

Keywords

  • α-Amino α,β-unsaturated caprolactams
  • α-Amino acrylamide
  • Functionalized lactams
  • Natural products
  • Ring-closing metathesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Facile synthesis of versatile functionalized amino caprolactams using RCM reactions of α-amino acrylamide. / Liu, Gang; Tai, Wan Yi; Li, Yu Lin; Nan, Fa Jun.

In: Tetrahedron Letters, Vol. 47, No. 19, 08.05.2006, p. 3295-3298.

Research output: Contribution to journalArticle

Liu, Gang ; Tai, Wan Yi ; Li, Yu Lin ; Nan, Fa Jun. / Facile synthesis of versatile functionalized amino caprolactams using RCM reactions of α-amino acrylamide. In: Tetrahedron Letters. 2006 ; Vol. 47, No. 19. pp. 3295-3298.
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