Iododecarboxylation of α-Carboxylate, α-Cinnamoyl Ketene Cyclic Dithioacetals.
✍ Scribed by Mang Wang; Xian-Xiu Xu; Qun Liu; Li Xiong; Bin Yang; Lian-Xun Gao
- Publisher
- John Wiley and Sons
- Year
- 2003
- Weight
- 100 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0931-7597
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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,@u
a-Ox0 ketene dithioacetals can be converted into a-pyrones in a three step process involving 1,2-nucleophilic addition of ester or ketone enolate anions, acid promoted rearrangement, and subsequent en01 lactonization. Utilization of ester enolates affords 6-alkylthio a-pyrones while ketone enolates
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