60684-33-5

Upstream product

• 76936-19-1 (1,5-Dimethyl-4-hexenylidene)-triphenylphosphorane 
• 81914-51-4 2,3-dimethoxy-5-methyl-6-(33-formyl-3,7,11,15,19,23,27,31,35-octamethylhexatriacont-2E,6E,10E,14E,18E,22E,26E,30E-octaenyl)-1,4-benzoquinone 
• 114832-98-3 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(3',7',11',15',19',23',27',31',35',39'-decamethyltetraconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'E/Z,38'-decaenyl)benzene 
• 114832-95-0 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(34',35'-epoxy-3',7',11',15',19',23',27',31',35'-nonamethylhexatriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E-octaenyl)benzene 
• 114832-94-9 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(34'-bromo-35'-hydroxy-3',7',11',15',19',23',27',31',35'-nonamethylhexatriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E-octaenyl)benzene 
• 114832-96-1 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(34',35'-dihydroxy-3',7',11',15',19',23',27',31',35'-nonamethylhexatriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E-octaenyl)benzene 
• 114832-93-8 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(3',7',11',15',19',23',27',31',35'-nonamethylhexatriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'-nonaenyl)benzene 
• 114832-97-2 1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(33'-formyl-3',7',11',15',19',23',27',31'-octamethyltritriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E-octaenyl)benzene 
• 3066-88-4 1-((2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-2,3,4,5-tetramethoxy-6-methyl-benzene 
• 96358-52-0 2,3-dimethoxy-5-methyl-6-(34',35'-dihydroxy-3',7',11',15',19',23',27',31',35'-nonamethylhexatriaconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E-octaenyl)benzoquinone-1,4 
• 81914-47-8 2,3-dimethoxy-5-methyl-6-(34,35-epoxy-3,7,11,15,19,23,27,31,35-nonamethylhexatriacont-2E,6E,10E,14E,18E,22E,26E,30E-octaenyl)-1,4-benzoquinone 
• 96358-50-8 2,3-dimethoxy-5-methyl-6-(34-bromo-35-hydroxy-3,7,11,15,19,23,27,31,35-nonamethylhexatriacont-2E,6E,10E,14E,18E,22E,26E,30E-octaenyl)-1,4-benzoquinone 
• 303-97-9 ubiquinone-45 
• 139137-98-7 Phosphoric acid (4E,8E,12E,16E,20E)-1-isopropenyl-4,8,12,16,20-pentamethyl-22-(2,3,4,5-tetramethoxy-6-methyl-phenyl)-docosa-4,8,12,16,20-pentaenyl ester diisopropyl ester 

Downstream Products

• 75426-26-5 ubiquinol-10 

Relevant academic research and scientific papers

Highly S(N)2'-, (E)-, and antiselective alkylation of allylic phosphates. Facile synthesis of coenzyme Q10

Treatment of secondary allylic chlorides or allylic phosphates in tetrahydrofuran with prenyl Grignard reagent in the presence of CuCN · 2 LiCl gave geraniol or farnesol derivatives with high S(N)2' selectivity. Phosphate leaving groups were highly transstereoselective for the formation of (E,E)-farnesol derivatives. Furthermore, complete anti-S(N)2' selectivity was observed in the alkylation of optically active allylic phosphates. The present method appears to be an excellent carbon-carbon coupling reaction with high regio-, (E)-, and enantioselectivity. Coenzyme Q10 (ubiquinone 10) was efficiently synthesized using this methodology.