Dolastane diterpenes

Hiersemann M, Helmboldt H (2005) Recent Progress in the Total Synthesis of Dolabellane and Dolastane Diterpenes. 243 73-136... 

Recent Progress in the Total Synthesis of Dolabellane and Dolastane Diterpenes... 

The apparently latest total synthesis of a dolastane diterpene was published by Williams and coworkers in 1993 as a short communication (Fig. 16) [91]. (-)-Clavulara-l(15),17-dien-3,4-diol (129) was synthesized using a strategy that relied on the availability of the enantiomerically pure building block 162 from (+)-9,10-dibromocamphor (163) (Fig. 16). Cornerstones of the synthesis are a macrocyclization that afforded the 11-membered (A+B)C-ring (160) and a transannular cyclization that converted a bicyclic into a tricyclic ring system. Two of the seven chirality centres in the synthetic clavu-... 

Pattenden, G. and Robertson, G.M. (1986) Free radical reactions in synthesis. Total synthesis of isoamijiol. Tetrahedron Lett., 27,399-402. Mehta, G. and Krishnamurthy, N. (1987) An enantioselective approach to dolastane diterpenes. Total synthesis of marine natural products (+)-isoamijiol and (+)-dolasta-l(15),7,9-trien-14-ol. Tetrahedron Lett., 28, 5945-5948. 

Mehta, G., Krishnamurthy, N., and Karra, S.R. (1991) Terpenoids to terpenoids Enantioselective construction of 5, 6-, 5,7-, and 5,8-fused bicychc systems. Apphcation to the total synthesis of isodaucane sesquiterpenes and dolastane diterpenes. J. Am. Chem. Soc., 113, 5765-5775. 

Hiersemarm, M. and Helmboldt, H. (2004) Recent progress in the total synthesis of dolabellane and dolastane diterpenes. Top. Curr. Chem., 243, 73-136. 

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