Chiral acetylenic sulfoxides in organic synthesis: Secondary amine cyclization and total synthesis of (S)-(-)-carnegine

Wing Hong CHAN*, Albert W M LEE, Lasheng Jiang

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

Michael addition of secondary amines 1b-1g onto chiral acetylenic sulfoxides 2 followed by acid induced cyclization afforded structures of tetrahydroisoquinoline skeleton in high to moderate diastereoselectivity. Optical pure (S)-(-)-carnegine has been synthesized.

Original languageEnglish
Pages (from-to)715-718
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number5
DOIs
Publication statusPublished - 30 Jan 1995

Scopus Subject Areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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