Selective synthesis of α-sulphenyl-, α-sulphinyl-, and α-sulphonyl-α, β-unsaturated carbonyl compounds by the knoevenagel reaction

R Tanikaga, T Tamura, Y Nozaki, A Kaji

Index: Tanikaga, Rikuhei; Tamura, Tadashi; Nozaki, Yoshihito; Kaji, Aritsune Journal of the Chemical Society, Chemical Communications, 1984 , # 2 p. 87 - 88

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Abstract

Simple treatment of aldehydes with the carbonyl compounds (1)[R2COCH2S (O) nAr; n= 0, 1, 2] and piperidine stereoselectively produces the condensation products (7), the stereochemistry of which is controlled by the steric requirements of two functional groups COR2 and S (O) nAr in a sulphur-stabilized carbanion intermediate.