4. Prof. Stoltz and co-workers (Caltech) have studied so-called tandem Wolff-Cope Rearrangements (where the ketene from the Wolff rearrangement is set up such that it can undergo a Cope reaction). With this information, provide the product and a mechanism for the reaction blow. Note that the hydrogen atom at the bridgehead of the [3.1.0] bicyclohexane is still pointing up in the final product - you are not required to analyze this aspect of the reaction. H =N=N mild heat or light product contains a seven-membered ring

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
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4. Prof. Stoltz and co-workers (Caltech) have studied so-called tandem Wolff-Cope
Rearrangements (where the ketene from the Wolff rearrangement is set up such that it can
undergo a Cope reaction). With this information, provide the product and a mechanism
for the reaction blow. Note that the hydrogen atom at the bridgehead of the [3.1.0]
bicyclohexane is still pointing up in the final product - you are not required to analyze
this aspect of the reaction.
H
=N=N
mild heat or
light
product contains a
seven-membered ring
Transcribed Image Text:4. Prof. Stoltz and co-workers (Caltech) have studied so-called tandem Wolff-Cope Rearrangements (where the ketene from the Wolff rearrangement is set up such that it can undergo a Cope reaction). With this information, provide the product and a mechanism for the reaction blow. Note that the hydrogen atom at the bridgehead of the [3.1.0] bicyclohexane is still pointing up in the final product - you are not required to analyze this aspect of the reaction. H =N=N mild heat or light product contains a seven-membered ring
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