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The 1.2 Versus 1,4 addition of “dienophiles” to 1,3-cis,trans-cyclooctadiene

✍ Scribed by Paul G. Gassman; Herman P. Benecke; Thomas J. Murphy

Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
108 KB
Volume
10
Category
Article
ISSN
0040-4039

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✦ Synopsis

1 1,3-cis, trans-Cyclooetadiene ( 2) is an intriguing diene when considered in terms of the Diels-Alder reaction.

A concerted 1,4-cycloaddition of an appropriate dienophile would give the unknown bicyclic system 2. This is to be contrasted with the possible 2 + 2 addition of the dienophile to ~ which would produce ~. It should be noted that on the basis of molecular Io.21

To 8.

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The conrotatory ring opening of cis-bicy
The conrotatory ring opening of cis-bicyclo[4.2.0] Oct-7-ene. I. Trapping cis, trans-1,3-cyclooctadiene with dimethyl acetylenedicarboxylate.
✍ John S. McConaghy Jr; Jordan J. Bloomfield 📂 Article 📅 1969 🏛 Elsevier Science 🌐 French ⚖ 189 KB

The ring opening of cis-bicyclo[4.2.0] act-7-ene, t, to c&, cis-1,3cyclooctadiene, 2 has been thoroughly studied in the last few years. 1,2 The reaction proceeds at a reasonable rate only at temperatures near 250°. The