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A facile α-iodination reaction of unsaturated amides

✍ Scribed by Osamu Kitagawa; Tokushi Hanano; Tatsuya Hirata; Tadashi Inoue; Takeo Taguchi


Book ID
104224674
Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
248 KB
Volume
33
Category
Article
ISSN
0040-4039

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Stereoselective deprotonation of α,β-uns
✍ M. Majewski; J.R. Green; V. Snieckus 📂 Article 📅 1986 🏛 Elsevier Science 🌐 French ⚖ 298 KB

Deprotonation of unsaturated amides 3cf occurs stereoselectively from the Z-y -carbon leading, after methylation, to deconjugated products 4-6. An eight membered ring transition state model analogous to the Ireland formulation for enolization is proposed to explain these observations.