Enantioselective intramolecular [2 + 2] photocycloaddition using phosphoric acid as a chiral template
Ryukichi Takagi1, Chihiro Tabuchi1
1Department of Chemistry, Graduate School of Science, Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima 739-8526, Japan. rtakagi@hiroshima-u.ac.jp.
Abstract:
The enantioselective intramolecular [2 + 2] photocycloaddition of 4-bishomoally-2-quinolone (quinolinone) using phosphoric acid as a chiral template has been developed. Mechanistic studies using several NMR measurement techniques and density functional theory (DFT) calculations indicate that π-π interactions between the phenyl ring on phosphoric acid and quinolinone play important roles in the enantioselectivity.
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