Stereocontroled Syntheses of Novel Styryl Lactones,(+)-Goniodiol,(+)-Goniotriol,(+)-8-Acetylgoniotriol,(+)-Goniofufurone, (+)-9-Deoxygoniopypyrone,(+)-Goniopypyrone, and (+)-Altholactone from Common Intermediates and Cytotoxicity of Their Congener

摘要

Concise syntheses of (+)-goniodiol, (+)-goniotriol,(+)-8-acetylgoniotriol,(+)-gonifofufurone, (+)-goniofufurone, (+)-9-deoxygoniopypyrone,(+)-goniopypyrone,and (+)-altholactone and their congeners from chiral lactonic aldehydes 27 and 36 as common intermediates are described. The key features in the syntheses are based on the in situ generation of unstable aldehydes 27 and 36 followed by their chemoselective reaction with triisopropoxyphenyltitanium to afford both diastereomers 28,29 and 37,38 at the C-8 positions. The cytotoxicity of styryl lactone congeners against P388 murine leukemia cells was examixed.