Syntheses of the C(1-6) and C(19-24) fragments of lituarines A, B, and C.
[structure: see text] Lituarines A-C are marine natural products comprising a tricyclic spiroacetal bridged at C(8) and C(18) by a functionalized ester linkage conceptually obtained from a C(19-24) alcohol and a C(1-6) carboxylic acid whose oxidation level varies at C(4) and C(5). Stereoselective routes are described to compounds 26 and 27, fully functionalized ester fragments of lituarine A and lituarines B and C, respectively.
Robertson
Jeremy
J
Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK. jeremy.robertson@chem.ox.ac.uk
Dallimore
Jonathan W P
JW
Meo
Paul
P
D004852:Epoxy Compounds / Q000138:chemical synthesis*; D015394:Molecular Structure; D013141:Spiro Compounds / Q000138:chemical synthesis*
D004852:Epoxy Compounds; D013141:Spiro Compounds; C442895:lituarine A; C442897:lituarine B; C442896:lituarine C