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Ketene dithioacetals III: the conjugate addition of ketene dithioacetal anions to cyclic α,β-unsaturated ketones

✍ Scribed by Frederick E. Ziegler; Coretta Chan Tam

Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
205 KB
Volume
20
Category
Article
ISSN
0040-4039

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✦ Synopsis

The reilutive amounts of 1,2 to 1,4 addition products of severa ketene dithioacetal anions to cycZic a,B-unsaturated ketones have been determined. The influence of solvent and counterion is reported. Methods have been reported recently which permit the aprotic 1,4 addition of dithiane anions to a,@unsaturated lactones2 and ketones3. While dithiane anions serve as acyl anion equivalents, their vinylogs, ketene dithioacetal anions, have the potential of functioning as B-propionate anion equivalents (y-substitution) or u,B-unsaturated acyl anion equiva-lents4 (a-substitution)

. We report in this Letter our results concerning the conjugate

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