Regioselective Lewis acid-mediated [1,3] rearrangement of allylvinyl ethers.
[reaction: see text]. Aluminum and copper Lewis acids were implemented to effect a regioselective [1,3] rearrangement of allylvinyl ethers in moderate to good yields. The use of trisubstituted alkenes leads to depressed levels of Claisen products.
Nasveschuk
Christopher G
CG
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
Rovis
Tomislav
T
D000475:Alkenes / Q000737:chemistry*; D000535:Aluminum / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D004987:Ethers / Q000737:chemistry*; D007202:Indicators and Reagents; D015394:Molecular Structure; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
D000475:Alkenes; D004987:Ethers; D007202:Indicators and Reagents; D014753:Vinyl Compounds; C100195:vinyl ether; D003300:Copper; D000535:Aluminum