Palladium-induced cyclizations for the synthesis of cis-2,5-disubstituted-3-methylenetetrahydrofurans: studies of the C7-C22 core of amphidinolide K.
[formula: see text] The diastereoselective synthesis of cis-2,5-disubstituted-3-methylenetetrahydrofurans via Pd(0)-catalyzed cyclization of 2-methylene-1,4-diols is described. Investigations into the scope of the reaction and its application toward the synthesis of amphidinolide K is reported.
Williams
D R
DR
Department of Chemistry, Indiana University, Bloomington 47405-7102, USA. williamd@indiana.edu
Meyer
K G
KG
D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D002384:Catalysis; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D018942:Macrolides; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D000097442:Amphidinolides
D019086:Bridged Bicyclo Compounds, Heterocyclic; D005663:Furans; D018942:Macrolides; D010165:Palladium; C409107:amphidinolide K; D000097442:Amphidinolides; C018674:tetrahydrofuran