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Stereoelectronic Control in Diels−Alder Reaction of Dissymmetric 1,3-Dienes

✍ Scribed by Mehta, Goverdhan; Uma, R.

Book ID
121874693
Publisher
American Chemical Society
Year
2000
Tongue
English
Weight
313 KB
Volume
33
Category
Article
ISSN
0001-4842

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Stereoelectronic control of the retro di
Stereoelectronic control of the retro diels–alder reaction in 8-(N-pyrrolidyl)bicyclo[4.3.0]nona-3,7-diene isomers
✍ František Tureček; Jiří Pancíř; Daniel Stahl; Tino Gäumann 📂 Article 📅 1987 🏛 John Wiley and Sons 🌐 English ⚖ 731 KB

The cis-and trans-annulated isomers of 8-(N-pyrrolidyl)bicyclo[4.3.0]nona-3,7-diene show different propensities for the retro Dieis-Alder fragmentation following electron impact ionization. Molecular ions of the cis-annulated isomer decompose predominantly via the retro Diels-Alder reaction to give