209405-32-3

Upstream product

• 209405-26-5 7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-9-trimethylsilanyl-nona-2,8-diyn-1-ol 
• 209405-24-3 3-(tert-Butyl-dimethyl-silanyloxy)-6,6-dimethyl-1-trimethylsilanyl-octa-1,7-diyne 
• 209405-28-7 7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-nona-2,8-diyn-1-ol 
• 209405-22-1 6,6-Dimethyl-1-trimethylsilanyl-octa-1,7-diyn-3-ol 
• 209405-20-9 4,4-dimethyl-5-hexyn-1-al 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 66476-86-6 ethyl 3,3-dimethyl-4-pentynoate 
• 124044-29-7 (3,3-dimethyl-4-pentynyl) methanesulfonate 
• 67099-41-6 3,3-dimethylpent-4-yn-1-ol 
• 209405-19-6 4,4-dimethyl-5-hexyne-1-nitrile 
• 21079-27-6 diethyl 2-(1,1-dimethyl-2-propynyl)malonate 
• 6214-31-9 3-bromo-3-methylbut-1-yne 
• 33948-36-6 2-iodocyclohex-2-en-1-one 
• 209405-30-1 7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-nona-2,8-diynal 

Relevant academic research and scientific papers

A McMurry route to the dienediyne portion of models of the neocarzinostatin chromophore

The 6-ring/10-ring dienediyne model 11 of the antitumor agent neocarzinostatin chromophore 1 and its 6-ring/11-ring homolog 12 have been obtained in 41 and 18% yields, respectively, by McMurry cyclizations of ketoaldehydes 8 and 9 using TiCl3·2DME and Zn/Cu couple. Compounds 8 and 9 were obtained by rnultistep syntheses starting from the readily available acetylenic aldehydes HC=CC(CH3)2-(CH2)nCH=O (18, n = 1, 21, n = 2). Dienediyne 11 was converted into the dienediyne ketone 33 which cycloaromatized at room temperature giving the octahydrophenanthrone 35 in 16% yield.