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The lithiated derivative can react with electrophiles at either the ɑ- or - postion. It was found that conversion of the organolithium to an organotitanium reagent, by reaction with Ti(O-iPr)4, followed by reaction with e.g. cyclohexanecarboxaldehyde resulted in regioselective reaction at theɑ-position to give the corresponding hydroxy sulfide: Bull. Chem. Soc. Jpn., 57, 2781 (1984). For review of allylic and benzylic carbanions substituted by heteroatoms, see: Org. React., 27, 1 (1982)./n
Grignard reagents can be allylated with allylic sulfides in the presence of a Ni or Pd catalyst: Tetrahedron Lett., 3425 (1979)./n
Hazard Statements: H302-H312-H332
Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled.
Precautionary Statements: P261-P280h
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/clothing.