478703-63-8

Upstream product

• 479549-19-4 (1R,2R,4R,5R,1'S,2'R,5'S)-4-hydroxy-5-phenylselanyl-cyclohexane-1,2-dicarboxylic acid bis(2'-isopropyl-5'-methyl-cyclohexyl) ester 
• 479549-21-8 (1R,2R,3Z,5R,1'S,2'R,5'S)-5-hydroxy-cyclohex-3-ene-1,2-dicarboxylic acid bis(2'-isopropyl-5'-methyl-cyclohexyl) ester 
• 73627-88-0 (1R,2R,1'S,2'R,5'S)-cyclohex-4-ene-1,2-dicarboxylic acid bis(2'-isopropyl-5'-methyl-cyclohexyl) ester 
• 479549-24-1 (1R,2R,3Z,5R,1'S,2'R,5'S)-5-methanesulfonyloxy-cyclohex-3-ene-1,2-dicarboxylic acid bis(2'-isopropyl-5'-methyl-cyclohexyl) ester 

Downstream Products

• 618093-66-6 C₄₄H₆₄N₂O₈Si₂ 
• 220422-37-7 epi,epi-(3''S,4''S)-polycephalin C 
• 479549-16-1 (1Z,3R,4R,1'E)-3,4-bis(2'-iodo-vinyl)-cyclohexene 
• 479549-29-6 (1R,2Z,6R)-cyclohex-3-ene-1,2-dicarbaldehyde 

Relevant academic research and scientific papers

The absolute configuration of polycephalin C from the slime mold Physarum polycephalum (Myxomycetes)

The absolute configuration of polycephalin C (1) isolated from plasmodia of the slime mold Physarum polycephalum is supposed to be 3″R,4″R as found by comparison of CD spectra of the natural product polycephalin C (1) and CD spectra of synthetic bis-benzo

Total synthesis of the polyenoyltetramic acid polycephalin C

The total synthesis of the polyenoyltetramic acid polycephalin C is described. Key steps of the synthesis include a double Swern oxidation, double Takai reaction and a double Stille reaction. In addition, the absolute stereochemistry of the ring junction

Total synthesis of polycephalin C and determination of the absolute configurations at the 3′′,4′′ ring junction

Only through total synthesis could the absolute configuration of the 3′′R,4′′R ring junction of the polyenoltetramic acid polycephalin C (1) be unambiguously established. Key features of the synthesis include a double Swern oxidation, double Stille coupli