Recent Progress in the Total Synthesis of Dolabellane and Dolastane Diterpenes

Strategies for the Synthesis of Fusicoccanes by Nazarov Reactions of Dolabelladienones: Total Synthesis of (+)‐Fusicoauritone

“…[13] Recently, synthesis studies toward dolabellane and dolastane diterpenes have been reviewed. [14] A convergent strategy toward the fusicoccanes has been described in a body of work by Kato, Takeshita and co-workers culminating in the total synthesis of (−)-cotylenol. [15] Kishi [16] and Boeckman[17] have independently developed syntheses of ophiobolin C and (±)-ceroplastol I, respectively, and distinctive routes for the synthesis of epoxydictymene have also been reported.…”

An Efficient Gold‐Catalyzed Domino Process for the Construction of Tetracyclic Ketoethers

“…Although the cyclopropyl substrate 4 d was heated to 50 °C to increase conversion, its transformation to 5 d proceeded smoothly and without competing ring expansion 25. Thus, the hydrobenzoazulene ring systems of the dolastane and neodolastane diterpenes ( 2 a – h )26a as well as of the daphnane, tigliane, and rhamnofolane diterpenes ( 5 a – d )26b can be obtained by the domino process reported here.…”

The Chemistry of Bioactive Diterpenes

“…The level of the diterpenoid in its natural source is very low and therefore is very difficult to extract for commercial purpose. Recently the isolation, structure and total syntheses of members of four classes of diterpenes: dolabellanes, neodolabellanes, dolastanes and neodolastanes have been summarized by Hierseman and Helmboldt [118]. Taxol has been utilized for the treatment of breast and ovarian cancer.…”

“…Taxol has been utilized for the treatment of breast and ovarian cancer. The dolabellanes for example (184) and (185) are cyclotoxic against the cell lines A54 (human, lungcarcinona) and P388 (mouse leukaemia) Several routes have been developed by about two dozens of organic chemists during 17 years to achieve the synthesis of four structurally related class of diterpenes [118]. The clerodane diterpenes have been extensively investigated due to their antifeedant activities [117].…”