461663-38-7Relevant academic research and scientific papers
Total synthesis and absolute configuration of liverwort diterpenes, (-)-13(15)E,16E-3β,4β-epoxy-18-hydroxysphenoloba-13(15),16-diene and (-)-13(15)Z,16E-3β,4β-epoxy-18-hydroxysphenoloba-13(15), 16-diene, by use of the ring closing metathesis reaction applied to seven-membered carbocycles with a trisubstituted double bond
Nakashima, Katsuyuki,Inoue, Kosuke,Sono, Masakazu,Tori, Motoo
, p. 6034 - 6040 (2002)
Seven-membered cyclic compounds possessing trisubstituted double bonds have been effectively constructed employing the Grubbs catalyst to effect olefin metathesis. The keto ester does not undergo cyclization; however, alcohols protected by the silyl groups smoothly cyclized into sevenmembered compounds. The product was successfully converted to (-)-13(15)E,16E-3β,4β-epoxy18-hydroxysphenoloba-13(15),16-diene and (-)-13(15)Z,16E-3β,4β-epoxy-18-hydroxysphenoloba13(15),16-diene, liverwort diterpenes isolated from Anastrophyllum auritum to establish the absolute configuration.
