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Chemistry of bicyclo[3.1.0]hex-1-enes contrasted with that of 2-alkylidenecyclopentane-1,3-diyls

โœ Scribed by Rule, Mark; Salinaro, Richard F.; Pratt, Dexter R.; Berson, Jerome A.

Book ID
121472449
Publisher
American Chemical Society
Year
1982
Tongue
English
Weight
786 KB
Volume
104
Category
Article
ISSN
0002-7863

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Z-t-Butylbicyclo[3.1.O]hex-1-ene dimerizes primarily by a [o + IT] way, whereas 2,5-di-t-butylbicyclo[3.l.O]hex-1-ene undergoes an unusual hydrogen shift reaction to 1,3-di-t-butyl-2-methylcyclopentadiene. The presence of bulky substituents on or near the strained double bond of a bicyclo[3.l.O]hex-