Transannular, decarboxylative Claisen rearrangement reactions for the synthesis of sulfur-substituted vinylcyclopropanes.
Unsaturated epsilon-lactones bearing an alpha-arylsulfonyl or alpha-arylsulfoximinyl substituent undergo stereoselective transannular, decarboxylative Claisen rearrangement to give substituted vinylcyclopropanes.
Craig
Donald
D
Department of Chemistry, Imperial College London, South Kensington Campus, London, SW7 2AZ, UK. d.craig@imperial.ac.uk
Gore
Sophie J
SJ
Lansdell
Mark I
MI
Lewis
Simon E
SE
Mayweg
Alexander V W
AV
White
Andrew J P
AJ
D018360:Crystallography, X-Ray; D003521:Cyclopropanes / Q000138:chemical synthesis / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry*
D003521:Cyclopropanes; D007783:Lactones; D013455:Sulfur