756893-98-8

Upstream product

• 76513-69-4 (2-trimethylethylsilylethoxy)methyl chloride 
• 852380-46-2 (1R,3R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-6-oxa-bicyclo[3.2.1]octan-7-one 
• 766529-94-6 (1R,3R,5R)-3-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-6-oxa-bicyclo[3.2.1]octane-4,7-dione 
• 756893-85-3 (1R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-4-methyl-cyclohex-3-enecarboxylic acid 
• 665-27-0 1,5-quinide 
• 77-95-2 D-(-)-quinic acid 
• 852380-47-3 (1R,3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexanecarboxylic acid methyl ester 
• 852380-64-4 (3R,5R)-5-[(tert-butyldimethylsilyl)oxy]-1,3-dihydroxy-4-methylene-cyclohexanecarboxylic acid methyl ester 
• 852380-48-4 (1R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-4-methyl-cyclohex-3-enecarboxylic acid methyl ester 
• 756893-97-7 2,3-dibromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrole 
• 756893-86-4 (1R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-4-methyl-cyclohex-3-enecarboxylic acid methoxy-methyl-amide 

Downstream Products

• 852380-49-5 (1R,8S,9R,11R)-9-Bromo-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-diene-7,10-dione 
• 756893-89-7 (1R,8R,11R)-3-{5-[6-Bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-diene-7,10-dione 
• 756894-02-7 (1R,8R,10R,11R)-3-{5-[6-Bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-10-hydroxy-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-dien-7-one 
• 756894-03-8 (1R,8R,11R)-3-{5-[6-Bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-diene-7,10-dione 10-oxime 
• 756893-88-6 (1R,8R,10R,11R)-3-{5-[6-Bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-10-(tert-butyl-dimethyl-silanyloxy)-8-methoxy-11-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5-aza-tricyclo[6.3.1.0^2,6]dodeca-2⁽⁶⁾,3-dien-7-one 
• 756893-90-0 C₄₆H₅₀BrN₅O₉S₂Si 
• 921752-42-3 C₁₈H₂₆BrNO₄Si 

Relevant academic research and scientific papers

The utility of the classical and oxidative Heck reactions in natural product synthesis: Studies directed toward the total synthesis of dragmacidin F

The syntheses of complex pyrrole-fused [3.3.1] and [3.3.2] bicycles using classical and oxidative Heck cyclizations are described. While both [3.3.1] and [3.2.2] bicyclic products are formed in the classical Heck reaction, the oxidative Heck cyclization r

Development of an enantiodivergent strategy for the total synthesis of (+)- and (-)-dragmacidin f from a single enantiomer of quinic acid

An enantiodivergent strategy for the total chemical synthesis of both (+)- and (-)-dragmacidin F beginning from a single enantiomer of quinic acid has been developed and successfully implemented. Although unique, the synthetic routes to these antipodes share a number of key features, including novel reductive isomerization reactions, Pd(II)-mediated oxidative carbocyclization reactions, halogen-selective Suzuki couplings, and high-yielding late-stage Neber rearrangements.

The total synthesis of (+)-dragmacidin F

The first total synthesis of (+)-dragmacidin F has been accomplished, establishing the absolute configuration of this biologically important, antiviral marine alkaloid. The convergent route described features a palladium-mediated oxidative pyrrole carbocy