EFFICIENT SYNTHESIS OF 3-MONO AND DISUBSTITUTED LACTAMS USING MEERWEIN-ESCHENMOSER [3,3] SIGMATROPIC REARRANGEMENTS

B COATES, DJ MONTGOMERY, PJ STEVENSON, Paul Stevenson

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

3-Allyl substituted five six and seven membered ring lactams, are readily available in good yields and reasonable selectivity by a formal Meerwein Eschenmoser [3,3] rearrangement, using readily available methoxymethyleniminium salts and lithium alkoxides derived from allyl alcohols.

Original languageEnglish
Pages (from-to)4025-4036
Number of pages12
JournalTetrahedron
Volume50
Issue number13
Publication statusPublished - 28 Mar 1994

Keywords

  • STEREOCHEMICAL CONTROL
  • CLAISEN REARRANGEMENT

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