The first total synthesis of five linear diterpenes: eleganolone (1), eleganolone acetate (2), elegandiol (3), eleganonal (4) and epoxyeleganolone (5), was achieved from (E,E)-farnesol (6) via 4 to 6 steps. The key st...The first total synthesis of five linear diterpenes: eleganolone (1), eleganolone acetate (2), elegandiol (3), eleganonal (4) and epoxyeleganolone (5), was achieved from (E,E)-farnesol (6) via 4 to 6 steps. The key step was the alkylation reaction of silyl cyanide with allylic iodide.展开更多
A total synthesis of (E,E)-3,7-dimethyl-2,6-decadiene-1,10-diol, using 1,3-transformation of 2, 3-epoxy alcohol and Claisen rearrangement of allyl vinyl ether as key steps, is described.
A total synthesis of(3S, 6S)- (+)-3,7-dimethyl-3-acetoxy-6-hydroxy-octa-1,7-diene via the rearrangement of chiral 2,3-epoxy alcohol, with the system of Ph3P, pyridine, I-2 and H2O, is described.
The reduction of 2,3-epoxy alcohol, prepared from the Sharpless asymmetric epoxidation, with the system of Ph3P, iodine, iwhdazole, 2,6-lutidine and water in Et2O/CH3CN,gives a chiral secondary allylic alcohol in 94% ...The reduction of 2,3-epoxy alcohol, prepared from the Sharpless asymmetric epoxidation, with the system of Ph3P, iodine, iwhdazole, 2,6-lutidine and water in Et2O/CH3CN,gives a chiral secondary allylic alcohol in 94% yield and 92% e.e.. Using this reaction as the key step, we synthesized (-)-coniferyl alcohol derivative 1 steding from the geraniol through nine steps in an overall yield of 39%.展开更多
文摘The first total synthesis of five linear diterpenes: eleganolone (1), eleganolone acetate (2), elegandiol (3), eleganonal (4) and epoxyeleganolone (5), was achieved from (E,E)-farnesol (6) via 4 to 6 steps. The key step was the alkylation reaction of silyl cyanide with allylic iodide.
文摘A total synthesis of (E,E)-3,7-dimethyl-2,6-decadiene-1,10-diol, using 1,3-transformation of 2, 3-epoxy alcohol and Claisen rearrangement of allyl vinyl ether as key steps, is described.
文摘A total synthesis of(3S, 6S)- (+)-3,7-dimethyl-3-acetoxy-6-hydroxy-octa-1,7-diene via the rearrangement of chiral 2,3-epoxy alcohol, with the system of Ph3P, pyridine, I-2 and H2O, is described.
文摘The reduction of 2,3-epoxy alcohol, prepared from the Sharpless asymmetric epoxidation, with the system of Ph3P, iodine, iwhdazole, 2,6-lutidine and water in Et2O/CH3CN,gives a chiral secondary allylic alcohol in 94% yield and 92% e.e.. Using this reaction as the key step, we synthesized (-)-coniferyl alcohol derivative 1 steding from the geraniol through nine steps in an overall yield of 39%.
