205651-47-4

Upstream product

• 14782-52-6 ethylene glycole monoacetal of 2,2-dimethylcyclohexane-1,3-dione 
• 205651-62-3 7-Iodo-6,6-dimethyl-1,4-dioxa-spiro[4.5]dec-7-ene 

Downstream Products

• 210235-92-0 3-[(Z)-5-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-pent-3-en-1-ynyl]-2,2-dimethyl-cyclohex-3-enone 
• 210235-96-4 5-(tert-Butyl-dimethyl-silanyloxy)-1-[(Z)-5-(tert-butyl-dimethyl-silanyloxy)-3-methyl-pent-3-en-1-ynyl]-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohexene 
• 210236-03-6 Acetic acid (Z)-5-[5-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-ynyl ester 
• 210235-98-6 (Z)-5-[5-(tert-Butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-yn-1-ol 
• 210235-95-3 3-[(Z)-5-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-pent-3-en-1-ynyl]-2,2-dimethyl-1-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-3-enol 

Relevant academic research and scientific papers

Versatile synthesis of bicyclo[9.3.1]pentadecatriene for new bicyclic taxoids

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.

Synthesis of a diterpene taxoid skeleton, bicyclo[9.3.1]pentadecatriene

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.