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On the Origin of High E Selectivity in the Wittig Reaction of Stabilized Ylides: Importance of Dipole−Dipole Interactions

✍ Scribed by Robiette, Raphaël; Richardson, Jeffery; Aggarwal, Varinder K.; Harvey, Jeremy N.


Book ID
118273870
Publisher
American Chemical Society
Year
2005
Tongue
English
Weight
109 KB
Volume
127
Category
Article
ISSN
0002-7863

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The wittig reaction of non-stabilized ph
✍ Bruce E. Maryanoff; Allen B. Reitz 📂 Article 📅 1985 🏛 Elsevier Science 🌐 French ⚖ 293 KB

In deprotonation studies with isomerically pure ervthro-3 and m-3, "retro-Wittig" reaction was only detected for erythro-3. Mixtures of erythro-3 and threo-3. under -\_ lithium salt-free conditions, undergo stereochemical drift because of synergism between diastereomeric oxaphosphetanes cis-2 and tr