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.
Department of Chemistry, Imperial College London, South Kensington Campus, London, SW7 2AZ, UK. d.craig@imperial.ac.uk
Donald
D
Craig
Sophie J
SJ
Gore
Mark I
MI
Lansdell
Simon E
SE
Lewis
Alexander V W
AV
Mayweg
Andrew J P
AJ
White
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