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Asymmetric Induction in the [2,3] Wittig Rearrangement by Chiral Substituents in the Allyl Moiety

✍ Scribed by Dr. Reinhard Brückner; Henning Priepke


Publisher
John Wiley and Sons
Year
1988
Tongue
English
Weight
351 KB
Volume
27
Category
Article
ISSN
0044-8249

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📜 SIMILAR VOLUMES


Asymmetric Induction and Simple Diastere
✍ Brückner, Reinhard 📂 Article 📅 1989 🏛 Wiley (John Wiley & Sons) 🌐 English ⚖ 860 KB

The [2,3] Wittig rearrangements of the lithio enolates of the cisconfigurated allylic ethers 5a -d are stereoselective. The tert-butyl ester 5d gives 79% of a single rearrangement product 6d. The chiral center of the dioxolane controls the configuration at one of the newly formed stereogenic centers