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A facile stereoselective synthesis of (Z)-and (E)-allyl sulfides has been accomplished from MoritaBaylis-Hillman acetates in one-pot by treatment with benzene thiol in the presence of catalytic amounts of 15% aqueous NaOH and TBAI in DMSO at room temperature. The method has been applied for the synthesis of (Z)-3-(4-methoxybenzylidene)thiochroman-4-one, a potent antifungal compound. C-NMR, and MS spectral data. b) E/Z ratio was determined by the 1 H-NMR spectra of the crude products. The other regiomers of the products 4a-d were obtained in ca. 5% yields.

Stereoselective synthesis of (E)-and (Z)-allylamines has been achieved in a single-step by treatment of the acetyl derivatives of Baylis-Hillman adducts with ammonium acetate in anhydrous methanol at room temperature. The reaction proceeded under neutral conditions to form the corresponding allylamines in high yields and stereoselectivity.