Synthesis of chiral [5]helicenes using aromatic oxy-Cope rearrangement as a key step |
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| Authors: | Yasushi OgawaMasahito Toyama Michinori KarikomiKazuo Haga Tadao Uyehara |
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| Affiliation: | a Department of Applied Chemistry, Faculty of Engineering, Utsunomiya University, Utsunomiya 321-8585, Japan
b Center for Instrumental Analysis, Utsunomiya University, Utsunomiya 321-8585, Japan |
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| Abstract: | Both enantiomers of (P)-(+)-2- and (M)-(−)-2-acetoxy-11,14-dimethyl[5]helicenes 8 were synthesized by asymmetric aromatic oxy-Cope rearrangement of the corresponding chiral bridged bicyclic compounds, which were obtained by enzymatic resolution. The absolute configurations of 8 were assigned by their circular dichroism spectra. |
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| Keywords: | bicyclic compounds aromatic oxy-Cope rearrangement chiral [5]helicenes |
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