73627-88-0

Upstream product

• 106-99-0 buta-1,3-diene 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 120143-40-0 (2Z,1'S,2'R,5'S)-but-2-enedioic acid bis(2'-isopropyl-5'methyl-cyclohexyl) ester 
• 86287-64-1 (2E,1'S,2'R,5'S)-but-2-enedioic acid bis(2'-isopropyl-5'methyl-cyclohexyl) ester 

Downstream Products

• 121944-09-0 (1S,2R)-1-(4,4-Dimethyl-pent-2-ynoyl)-cyclohex-4-ene-1,2-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester 
• 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 
• 956006-34-1 (1S,3R,4R,6R)-3-((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) 4-((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) 7-oxabicyclo[4.1.0]heptane-3,4-dicarboxylate 
• 956006-35-2 (1R,2R,4R,5R)-bis((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) 4-(benzyloxy)-5-hydroxycyclohexane-1,2-dicarboxylate 
• 956006-03-4 (1R,2R,4R,5R)-bis((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) 4,5-bis(benzyloxy)cyclohexane-1,2-dicarboxylate 
• 956006-36-3 ((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)methanol 
• 956006-05-6 ((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)cyclohexyl)methanol 
• 956006-37-4 ((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexylmethoxy)(tert-butyl)dimethylsilane 
• 956006-07-8 ((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexyl)methanol 
• 956006-11-4 (S)-3-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-ylamino)-4-benzyloxazolidin-2-one 
• 956006-38-5 ((1R,2R,4R,5R)-2-((S)-2-((S)-4-benzyl-2-oxozolidin-3-ylamino)-3-(tert-butyldimethylsilyloxy)propyl)-4,5-bis(benzyloxy)cyclohexyl)mehyl 4-methylbenzenesulfonate 
• 15679-28-4 ((1R,6R)-6-(hydroxymethyl)cyclohex-3-enyl)methanol 
• 479549-29-6 (1R,2Z,6R)-cyclohex-3-ene-1,2-dicarbaldehyde 
• 478703-63-8 (1R,2Z,6R)-(6-hydroxymethyl-cyclohex-2-enyl)methanol 

Relevant academic research and scientific papers

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

ASYMMETRIC DIELS-ALDER REACTION. COOPERATIVE BLOCKING EFFECT IN ORGANIC SYNTHESIS

Remarkably high diastereoselectivity is observed in the organoaluminium catalyzed asymmetric Diels-Alder reaction of (-)-dimenthyl fumarate.