158010-22-1

Upstream product

• 165449-97-8 (2R,5S)-5-<(tert-butyldiphenylsiloxy)methyl>tetrahydrofuran-2-methanol 
• 100-39-0 benzyl bromide 
• 170305-53-0 (2R,5S)-2-<(Benzyloxy)methyl>-5-<(tert-butyldiphenylsiloxy)methyl>tetrahydrofuran 
• 42890-78-8 (S)-(-)-isopropylidenedioxybutyl bromide 
• 170305-54-1 (2S,5R)-5-<(Benzyloxy)methyl>tetrahydrofuran-2-carboxaldehyde 

Downstream Products

• 158010-33-4 (S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol 
• 862603-76-7 1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol 
• 1028286-14-7 (2S,5R,2'S,5'R)-5'-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-carbaldehyde 
• 158010-26-5 {(2S,5R,2'S,5'R)-5'-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-methanol 
• 158010-25-4 1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-one 
• 862603-26-7 (2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-carbaldehyde 
• 158010-24-3 (2R,5S,2'S,5'R)-5-<5'-<(Benzyloxy)methyl>tetrahydrofuran-2'-yl>tetrahydrofuran-2-methanol 

Relevant academic research and scientific papers

Total synthesis of (+)-rolliniastatin 1

The first total synthesis of the naturally occurring acetogenin (+)-rolliniastatin 1 (1) has been achieved. A high degree of stereochemical control in the construction of the bis-THF system was accomplished by chelation controlled addition of functionalized organo-metallic reagents derived from 5 and 11 to α-alkoxy-aldehydes.

Stereoselective Synthesis of Oligo(tetrahydrofurans): Linear and Convergent Routes to Bi- and Tetrahydrofurans

The "dimeric" and "trimeric" oligo(tetrahydrofurans) (oligo-THFs) 24, 28, 32, and 38 were synthesized stereoselectively according to a linear and a convergent synthetic strategy.The oligo-THFs thus obtained are important intermediates for the synthesis of artificial ion channels.Furthermore, they can be used in the total synthesis of Annonaceae acetogenins, a class of natural occurring oligo-THFs with promising pharmacological properties. - Keywords: Synthesis, stereoselective / Oligo(tetrahydrofurans), natural, non-natural /Ion channels, artificial / Annonaceae acetogenins