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Characterization of the Products from the Claisen Rearrangement of Allyl 3-Methylphenyl Ether and of Allyl 3-Methyl-4,6-dichlorophenyl Ether 1

✍ Scribed by Tarbell, D. Stanley; Stradling, Samuel S.


Book ID
126057250
Publisher
American Chemical Society
Year
1962
Tongue
English
Weight
395 KB
Volume
27
Category
Article
ISSN
0022-3263

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1,3-ASYMMETRIC INDUCTION IN RETRO-[1,4]-
✍ Dirk Goeppel; Reinhard BrΓΌckner πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 281 KB

The tBrrPh\*Si-containing allyl methylether cis-2 and its trans isomerwere Iithiatedwith sBuLi at -78Β°C in THF. Thereupon,diastereoselectiveretro-[l,4]-Brook rearrangementsoccurred which furnishedthe allylsilanearrti,trans-5 with 86-87%diastereocontrol. The analogousallylMOM etherscis-and rrans-3 un