210235-95-3Relevant academic research and scientific papers
Synthesis of a diterpene taxoid skeleton, bicyclo[9.3.1]pentadecatriene
Shibuya, Satoshi,Isobe, Minoru
, p. 6677 - 6698 (2007/10/03)
The synthesis of bicyclo[9.3.1]pentadecatriene skeleton was investigated by employing cyclization reactions using two key precursors bearing acetylene cobalt complex. Cyclization for the synthesis of strained twelve-membered ring was achieved via Nicholas type reaction in reasonable yield. Reductive decomplexation of the dicobalt hexacarbonyl moiety of the cyclization product was achieved with n-Bu3SnH in the presence of a catalytic amount of NBS in 1,4-cyclohexadiene solvent.
Versatile synthesis of bicyclo[9.3.1]pentadecatriene for new bicyclic taxoids
Shibuya, Satoshi,Isobe, Minoru
, p. 373 - 374 (2007/10/03)
A common carbon skeleton bicyclo[9.3.1]pentadecatriene of taxachitrienes was synthesized in its des-methyl form in short steps. The key step was Nicholas-Hosomi type reaction in the acidic cyclization between ene-yne biscobalthexacarbonyl complex electrophile with allyltrimethylsilane nucleophile. Decomplexation of the biscobalthexacarbonyl was achieved with a tin hydride and NBS in 1,4-cyclohexadiene solvent.
