Synthesis, Chiral Resolution, and Absolute Configuration of Functionalized Tröger’s Base Derivatives: Part III

Abstract

Eleven different derivatives of Tröger’s base were synthesized and successfully resolved by (recycling) HPLC on chiral stationary (S,S)-Whelk-O1 or CHIRALPAK IA phase on a (semi-) preparative scale or synthesized in enantiomerically pure form. The absolute configuration was determined by X-ray crystal structure analysis, comparison of the quantum chemically calculated circular dichroism spectra with the experimental spectra, or comparison of specific rotations with literature data.

Key words

Tröger’s base - enantiomeric resolution - HPLC techniques - circular dichroism - time-dependent density functional theory

• References

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