Journal
ORGANIC LETTERS
Volume 10, Issue 16, Pages 3473-3476Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol800362c
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Photochemistry of tropolone methyl ether (1) and optically pure (S)-tropolone-2-methylbutyl ether (4) has been examined in lyotropic liquid crystals (LCs) in the presence of a chiral inductor. LCs significantly enhance the influence of chiral inductors during the photoelectrocyclization of the tropolone ethers. Chiral inductors that lead to 1:1 mixtures of enantiomers or diastereomers in solution give products in up to 40% enantiomeric excess for 1 and 35% diastereomeric excess for 4 in LCs.
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