- Journal
- ORGANIC LETTERS
- Année
- 2010
- Volume
- 12
- Numéro
- 18
- Pages
- 4144-4147
- Mois
- SEP 17
- DOI
- 10.1021/ol101741f
Abstract
Allyl 3,3-dimethylcyclopropenylcarbinyl ethers or sulfonamides undergo gold-catalyzed cycloisomerization leading to 5-isopropylidene-3-oxa- and 3-azabicyclo[4.1.0]heptanes in excellent yields and with high diastereoselectivities. These reactions constitute the first examples of intramolecular cyclopropanation of an alkene by a gold carbene generated by electrophilic ring opening of a cyclopropene in the presence of gold(I) chloride.