Total synthesis of cyathin A(3) and cyathin B(2).
A stereoselective synthesis of cyathin A(3) and cyathin B(2) has been achieved by a Prins-type reaction of a cycloalkenyl cyclopropanol. Particularly noteworthy is the use of a spirocyclobutanone moiety as a convenient scaffold for an efficient ring-closing metathesis to stereoselectively construct a suitably functionalized seven-membered ring (see scheme).
Kim
Keunho
K
Department of Chemistry, Wayne State University, Detroit, MI 48236, USA.
Cha
Jin Kun
JK
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D055365:Cyathus / Q000737:chemistry*; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D000900:Anti-Bacterial Agents; D004224:Diterpenes; C007179:cyathins