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Raising the p K a Limit of “Soft” Nucleophiles in Palladium-Catalyzed Allylic Substitutions: Application of Diarylmethane Pronucleophiles

✍ Scribed by Sha, Sheng-Chun; Zhang, Jiadi; Carroll, Patrick J.; Walsh, Patrick J.

Book ID
121334421
Publisher
American Chemical Society
Year
2013
Tongue
English
Weight
817 KB
Volume
135
Category
Article
ISSN
0002-7863

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✍ Martial Toffano; Jean-Yves Legros; Jean-Claude Fiaud 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 206 KB

Naphthylmethyl acetates la and 2a were substituted by morpholine in DMPU in the presence of 2 tool% of [Pd(dba)2 + 1.5 dppe] to give products 9-10 in 66-70% isolatea yield. In DMF in the presence of benzylamine, N.N.dimethylnaphthylmethylamines 11.12 were produced in 78-85% isolated yield.