Transannular Claisen rearrangement reactions for the synthesis of vinylcyclobutanes: formal synthesis of (±)-grandisol.
Unsaturated eight-membered lactones undergo decarboxylative and non-decarboxylative transannular Ireland-Claisen rearrangement reactions, to give substituted vinylcyclobutanes. A formal synthesis of (±)-grandisol is described.
Department of Chemistry, Imperial College London, South Kensington Campus, London, UK SW7 2AZ. d.craig@imperial.ac.uk
Donald
D
Craig
Kiyohiko
K
Funai
Sophie J
SJ
Gore
Albert
A
Kang
Alexander V W
AV
Mayweg
D003503:Cyclobutanes / Q000138:chemical synthesis*; D015394:Molecular Structure; D013729:Terpenes / Q000138:chemical synthesis*; D014753:Vinyl Compounds / Q000138:chemical synthesis*
D003503:Cyclobutanes; D013729:Terpenes; D014753:Vinyl Compounds; C013009:grandisol