Organic & Biomolecular Chemistry
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(S)-2 (3 mol%) in toluene (2 mL) was added K2CO3 (0.038 mmol)
at 0 °C. The reaction mixture was vigorously stirred for 72 h at
0 °C. The reaction mixture was quenched with saturated
aqueous NH4Cl and extracted with ethyl acetate (3 × 5 mL).
The combined extracts were dried over Na2SO4 and concen-
trated. The residue was dissolved in dichloromethane (1 mL),
and to this solution was added a solution of N-iodosuccini-
mide or phenylselenyl chloride (0.075 mmol) in dichloro-
methane (1 mL) at room temperature. The reaction mixture
was stirred for 6–12 h at room temperature. The reaction
mixture was quenched with saturated aqueous Na2S2O3 (NIS)
or NaHCO3 (PhSeCl) and extracted with dichloromethane (3 ×
5 mL). The combined extracts were dried over Na2SO4 and con-
centrated. The residue was purified by column chromato-
graphy or preparative thin layer chromatography on silica gel
(ethyl acetate–hexane–dichloromethane as the eluent) to give
the cyclization product 7 or 8.
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Acknowledgements
This work was partially supported by a Grant-in-Aid for Scienti-
fic Research from JSPS and MEXT (Japan). X.W. thanks the
financial support from China Scholarship Council.
Notes and references
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