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Stereoselective deprotonation of α,β-unsaturated amides

✍ Scribed by M. Majewski; J.R. Green; V. Snieckus

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
298 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis

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.

📜 SIMILAR VOLUMES

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