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The Course of Bromination in Bicyclo[2.2.1]heptanecarboxylic Acids; the Observation of Rearrangement During a Reduction of β-Bromoacids

✍ Scribed by Kwart, Harold; Null, George

Book ID
127295514
Publisher
American Chemical Society
Year
1959
Tongue
English
Weight
935 KB
Volume
81
Category
Article
ISSN
0002-7863

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Reductive elimination and skeletal rearr
Reductive elimination and skeletal rearrangement of β-hydroxy selenide derivatives of bicyclo[4.2.l]nonatriene in a super acid medium
✍ Huub M. J. Gillissen; Pieter Schipper; Henk M. Buck 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 230 KB

## Abstract In sulfur dioxide the β‐hydroxy selenides 1 and 2 produce rearranged selenides 6 and 7 upon addition of fluorosulfonic acid. Reductive elimination and subsequent attack of the selenenyl electrophile on the etheno bridge cause migration of the butadiene moiety.