862603-76-7

Upstream product

• 100-39-0 benzyl bromide 
• 158010-22-1 (2S,5S,2S',5R')-5-<5'-<(Benzyloxy)methyl>tetrahydrofuran-2'-yl>-1,2-O-isopropylidenepentane-1,2,5-triol 
• 17049-50-2 n-decyl magnesium bromide 
• 862603-26-7 (2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-carbaldehyde 
• 158110-03-3 (2S,5R)-5-<(Benzyloxy)methyl>tetrahydrofuran-2-methanol 
• 158010-24-3 (2R,5S,2'S,5'R)-5-<5'-<(Benzyloxy)methyl>tetrahydrofuran-2'-yl>tetrahydrofuran-2-methanol 
• 170305-54-1 (2S,5R)-5-<(Benzyloxy)methyl>tetrahydrofuran-2-carboxaldehyde 

Downstream Products

• 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 
• 158010-33-4 (S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-ol 
• 862603-95-0 (S)-3-((2R,13R)-2-(tert-Butyl-dimethyl-silanyloxy)-13-{(2S,5R,2'S,5'R)-5'-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-13-hydroxy-tridecyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one 
• 862603-31-4 (S)-3-((E)-(2R,13R)-2-(tert-Butyl-dimethyl-silanyloxy)-13-{(2S,5R,2'S,5'R)-5'-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-13-hydroxy-tridec-10-enyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one 
• 862604-04-4 (S)-3-((2R,11R)-2-(tert-Butyl-dimethyl-silanyloxy)-11-{(2S,5R,2'S,5'R)-5'-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-11-hydroxy-undecyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one 
• 862603-35-8 (S)-3-((E)-(2R,11R)-2-(tert-Butyl-dimethyl-silanyloxy)-11-{(2S,5R,2'S,5'R)-5'-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-11-hydroxy-undec-8-enyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one 
• 862604-08-8 (S)-3-((R)-13-{(2S,5R,2'S,5'R)-5'-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-13-hydroxy-tridecyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one 
• 862603-47-2 (S)-3-((E)-(R)-13-{(2S,5R,2'S,5'R)-5'-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-13-hydroxy-tridec-10-enyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one 
• 862603-81-4 [(S)-1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecyloxy]-tert-butyl-dimethyl-silane 
• 158010-25-4 1-((2S,5R,2'S,5'R)-5'-Benzyloxymethyl-octahydro-[2,2']bifuranyl-5-yl)-undecan-1-one 

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.