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Thermal Rearrangements of Vinylcyclopropanes to Cyclopentenes

✍ Scribed by John E. Baldwin

Publisher
John Wiley and Sons
Year
2003
Weight
53 KB
Volume
34
Category
Article
ISSN
0931-7597

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📜 SIMILAR VOLUMES

Thermal isomerizations of vinylcycloprop
Thermal isomerizations of vinylcyclopropanes to cyclopentenes
✍ Baldwin, John E. 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 298 KB

The thermal isomerization of vinylcyclopropane to cyclopentene was discovered in 1960 and soon recognized as the simplest known example of w x a 1,3 sigmatropic shift. Experimental observations for the parent rearrangement and for isomerizations shown by substituted systems suggest that diradical tr

Rearrangement of Donor-Acceptor-Substitu
Rearrangement of Donor-Acceptor-Substituted Vinylcyclopropanes to Functionalized Cyclopentene Derivatives: Evidence for Zwitterionic Intermediates
✍ Buchert, Matthias ;Reißig, Hans-Ulrich 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 736 KB

## Abstract Donor‐acceptor‐substituted vinylcyclopropanes such as 1a, 3a, 5a, 5b, 7a, 9a, 9b, and 12a smoothly undergo thermal ring enlargement to functionalized cyclopentene derivatives 2, 4, 6, 8, 10, and 13 at relatively low temperatures (150–190°C) in good yields. This vinylcyclopropane‐cyclope