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Partial para-Migration in the Allylic Rearrangement of o-Acetamidophenyl Allyl Ether and of o-Aminophenyl Allyl Ether

✍ Scribed by Tiffany, Burris D.


Book ID
125969056
Publisher
American Chemical Society
Year
1948
Tongue
English
Weight
361 KB
Volume
70
Category
Article
ISSN
0002-7863

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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