- Journal
- CHEMISTRY-A EUROPEAN JOURNAL
- Année
- 2018
- Volume
- 24
- Numéro
- 56
- Pages
- 15104-15111
- Mois
- OCT 9
- DOI
- 10.1002/chem.201803231
Abstract
Cyclopropenylcarbinyl cyanates, generated in situ by dehydration of the corresponding carbamates, underwent an efficient and stereoselective [3,3]-sigmatropic rearrangement leading to the corresponding alkylidene(isocyanatocyclopropanes), which could be converted into various alkylidene(aminocyclopropane) derivatives in a one-pot manner. This transformation complements the repertoire of sigmatropic rearrangements involving cyclopropenylcarbinol derivatives and in particular, the previously reported Overman rearrangement of cyclopropenylcarbinyl trichloroacetimidates.