A removable auxiliary for amidomercuration reactions: The stereoselective preparation of substituted n-acyl pyrrolidines and piperidines

James M. Takacs, Mark A. Helle, Fusao Takusagawa

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Salicylamide condenses with γ,δ- or δ,ε-unsaturated aldehydes to give cyclic amidals which readily undergo diastereoselective mercury(II)-mediated amidocyclization. The resulting products serve as versatile intermediates for further elaboration as nitrogen heterocycles.

Original languageEnglish (US)
Pages (from-to)7321-7324
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number52
DOIs
StatePublished - 1989

Fingerprint

Pyrrolidines
Piperidines
Mercury
Aldehydes
Nitrogen
salicylamide

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

A removable auxiliary for amidomercuration reactions : The stereoselective preparation of substituted n-acyl pyrrolidines and piperidines. / Takacs, James M.; Helle, Mark A.; Takusagawa, Fusao.

In: Tetrahedron Letters, Vol. 30, No. 52, 1989, p. 7321-7324.

Research output: Contribution to journalArticle

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