A new chiral oxathiane: Synthesis, resolution and absolute configuration determination by vibrational circular dichroism

A. Solladié-Cavallo, M. Balaz, M. Salisova, C. Suteu, L. A. Nafie, X. Cao, T. B. Freedman

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

A new oxathiane, derived from 5-hydroxy-1-tetralone has been synthesized in eight steps, fully characterized as cis-fused rings by 1D and 2D NMR and resolved by preparative chiral chomatography (CHIRALCEL OD-R). The second eluting (+, MeOH)-isomer was assigned (S,S)-configuration by VCD-ab initio simulation.

Original languageEnglish
Pages (from-to)2605-2611
Number of pages7
JournalTetrahedron Asymmetry
Volume12
Issue number18
DOIs
Publication statusPublished - 2001 Oct 15

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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