Chiral Acetylenes as Synthetic Intermediates. 4. Synthesis and Chiroptical Properties of Optically Active α,β-Acetylenic Ketones

Article abstract of DOI:10.1021/jo00173a021

The preparation of some optically active α,β-acetylenic ketones from chiral 1-alkynes or acid chlorides is reported along with the evaluatiun of the stereospecificity of the synthetic methods adopted.For the compounds prepared, the CD spectra are presented and discussed; Cotton effects are observed in correspondence with the n -> ?^* and ? -> ?^* transitions.In agreement with previous hypotheses, another electronic transition at ca. 250 nm is also measured in the CD spectra of the title compounds.