Increased diastereoisomeric excesses are obtained for the sulfanylation reaction of   (�)-2-methylsulfinyl-tetralone 2   under PTC using the chiral catalyst QUIBEC and TEBAC.The (�)-2-methylsulfinyl-1-tetralone was obtained for method described in the literature. The mixture of diastereomers was sulfanylated under PTC conditions using TEBAC and QUIBEC, leading 3  in 83% yield and 26% d.e. and 83% yield and 70% d.e, respectively. Relative configuration of the diastereomers was determinated in reduction product 4  by X-ray crystallography (1R, SR, 2R) (Figure 1).

Asymmetric phase-transfer catalytic (PTC) sulfanylation of 2-methylsulfinyl-1-tetralone

244th National Meeting (2012)

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