19024-47-6Relevant articles and documents
Enantioselective synthesis of phomallenic acid C by In- and Pd-mediated anti-SN2′ coupling
Kato, Tomoko,Ishigami, Ken,Akasaka, Kazuaki,Watanabe, Hidenori
, p. 6953 - 6958 (2009)
Enantioselective synthesis of phomallenic acid C, an inhibitor of bacterial FAS II pathway, was succeeded. Allenyldiyne structure was constructed by a direct anti-SN2′ coupling of propargyl mesylate with diynylindium in the presence of palladiu
New stereoselective methodology for the synthesis of dihydroxerulin and xerulin, potent inhibitors of the biosynthesis of cholesterol
Fiandanese, Vito,Bottalico, Daniela,Marchese, Giuseppe,Punzi, Angela
, p. 11421 - 11425 (2007/10/03)
A new stereoselective methodology for the synthesis of both dihydroxerulin and xerulin has been devised. The key step required cross-coupling reactions between the bromo trienyne, (1E,3E,5E)-1-bromo-8-trimethylsilyl-1,3,5-octatrien- 7-yne and the appropriate conjugated diynes. The palladium-catalyzed tandem cross-coupling/cyclization reaction of the resulting polyenynes with (Z)-3-iodo-2-propenoic acid led directly to dihydroxerulin or xerulin with a high degree of stereoselectivity. A new stereoselective methodology has been devised for the total synthesis of both dihydroxerulin and xerulin.
