First stereoselective syntheses of (-)-siphonodiol and (-)-tetrahydrosiphonodiol, bioactive polyacetylenes from marine sponges.
The first stereoselective total syntheses of the bioactive marine polyacetylenes (-)-siphonodiol and (-)-tetrahydrosiphonodiol were achieved using highly convergent approaches based on optimized Cadiot-Chodkiewicz and sequential Sonogashira cross-coupling reactions.
López
Susana
S
Departamento de Química Orgánica, Facultade de Química, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain. qosuslop@usc.es
Fernández-Trillo
Francisco
F
Midón
Pilar
P
Castedo
Luis
L
Saá
Carlos
C
D000114:Acetylene / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D008386:Marine Biology; D015394:Molecular Structure; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D053279:Polyynes; D011161:Porifera / Q000737:chemistry*; D012623:Seawater; D013237:Stereoisomerism
D011108:Polymers; C504707:tetrahydrosiphonodiol; D053279:Polyynes; D000114:Acetylene