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Recent work from this laboratory has demonstrated that readily prepared lithium naphthalenide (2) at -70° is capable of the rapid reductive lithiation of cyclopropanone dithioketals (1) to sulfur-stabilized cyclopropyllithiums (4),1 ketene phenylthio-acetals (8) to sulfur-stabilized vinyllithiums (9) which are acyl anion equivalents,2 and a 1,1,3-tris(phenylthio)alkene (11) to the lithio derivative (12) of an α,β-unsaturated thioacetal.3,4
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Cohen et al. (1980) studied this question.
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