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Transition metal catalyzed isomerization of substituted bicyclo[2.1.0] Pentanes

โœ Scribed by Kenneth B. Wiberg; K.C. Bishop III


Publisher
Elsevier Science
Year
1973
Tongue
French
Weight
194 KB
Volume
14
Category
Article
ISSN
0040-4039

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Recent investigations of the solvolytic behavior of s-5-bicyclo[2.1.0]pentyl derivatives (I) have uncovered a remarkable reactivity (1). Thus,

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We wish to report the first example of a zinc-catalyzed rearrangement of the bicycle [P.l.O]pentane ring system. Namely, the rearrangement of I-Phenylbicyclo[2.1.O]pentane(b) with a catalytic amount of zinc iodide in benzene (2 hr, 60') to give as the sole product 3-phenylcyclopentene(2a).

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Free radical chlorination of bicyclo[2.1
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Reaction of chlorine with bicyclo[2.l.Olpentane in chloroform at -2pC has been reported to occur by electrophilic addition to the three membered ring leading to a 1,3-chloronium ion and to give predominantly dichlorides (1). Free radical chlorinations of several strained bicyolic systems (2) have be