The Claisen rearrangement approach to fused bicyclic medium-ring oxacycles.
The synthesis of five fused-bicyclic medium-ring lactones carrying identical ring-fusion to that in the polyether toxins is described using an enolate hydroxylation, intramolecular hydrosilation, Claisen rearrangement sequence.
Burton
Jonathan W
JW
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UKCB2 1EW. johnathan.burton@chem.ox.ac.uk
Anderson
Edward A
EA
O'Sullivan
Paul T
PT
Collins
Ian
I
Davies
John E
JE
Bond
Andrew D
AD
Feeder
Neil
N
Holmes
Andrew B
AB
D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D006900:Hydroxylation; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry
D019086:Bridged Bicyclo Compounds, Heterocyclic; D007783:Lactones