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The Remarkable Effect of the 7-Substituent in the Diastereoselective Oxidative Rearrangement of Indoles: Asymmetric Synthesis of 3,3-Disubstituted Oxindoles.

✍ Scribed by Mathilde Lachia; Cyril Poriel; Alexandra M. Z. Slawin; Christopher J. Moody


Publisher
John Wiley and Sons
Year
2007
Weight
23 KB
Volume
38
Category
Article
ISSN
0931-7597

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πŸ“œ SIMILAR VOLUMES


Asymmetric Induction and Simple Diastere
✍ BrΓΌckner, Reinhard πŸ“‚ Article πŸ“… 1989 πŸ› Wiley (John Wiley & Sons) 🌐 English βš– 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