Total synthesis of (+/-)-5-deoxystrigol via reductive carbon-carbon bond formation.
The total synthesis of 5-deoxystrigol was successfully carried out via the regioselective coupling reaction between the aluminum ate complex of an alkyne and an epoxide and the two reductive carbon-carbon bond formations in the presence of transition metals as key steps.
Shoji
Mitsuru
M
Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan. shoji-org@mail.tains.tohoku.ac.jp
Suzuki
Eriko
E
Ueda
Minoru
M
D002244:Carbon / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D010937:Plant Growth Regulators / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity
C528323:5-deoxystrigol; D007783:Lactones; D010937:Plant Growth Regulators; D002244:Carbon