then cooled to rt. Next, a solution of Baylis Hillman alcohol 1
(5 mmol) in dry THF (5 mL) was added, and the reaction mixture
was stirred at rt for 3–5 h. Water (20 mL) was added, the mixture
was extracted with ether (3 ¥ 30 mL), the combined organic layers
were dried over anhydrous sodium sulfate, filtered, and evaporated
under reduced pressure. The crude product thus obtained was
purified by silica gel column chromatography (hexane/EtOAc,
95 : 5) to afford an analytically pure sample of 4.
Similarly, 6 were synthesised using aldehydes 3 instead of
alcohols 1 followed by TSILs 5. The structure of the products
4 and 6 were confirmed by their elemental and spectral analyses
(see ESI†).
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Acknowledgements
We sincerely thank SAIF, Punjab University, Chandigarh, for
providing microanalyses and spectra. A.R. is grateful to the
CSIR, New Delhi, for a Research Associateship (CSIR File No.
09/001/(0327)/2010/EMR-I).
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