934243-71-7

Upstream product

• 2873-29-2 D-glucal triacetate 
• 191593-14-3 4,6-O-di(tert-butyl)silanediyl-D-glucal 
• 24131-31-5 3,5-dibenzyloxybenzyl alcohol 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 934243-66-0 1,5-anhydro-4,6-O-[bis(1,1-dimethylethyl)silylene]-2-deoxy-1-C-(hydroxydimethylsilyl)-3-O-(triethylsilyl)-D-arabino-1-hexenitol 
• 934243-69-3 1,5-anhydro-4,6-O-[bis(1,1-dimethylethyl)silylene]-2-deoxy-1-C-(dimethyl(silyl))-3-O-(triethylsilyl)-D-arabino-1-hexenitol 
• 934243-68-2 1,5-anhydro-4,6-O-[bis(1,1-dimethylethyl)silylene]-2-deoxy-3-O-(triethylsilyl)-D-arabino-1-hexenitol 
• 934243-67-1 2-iodo-3,5-bis(phenylmethoxy)-(2',2'-dimethylpropanoyloxymethyl)benzene 

Relevant academic research and scientific papers

Total synthesis of papulacandin D

A total synthesis of the antifungal agent papulacandin D is reported. The molecule is representative of a large class of C-aryl glycosides that exhibit significant antifungal activity. The synthetic strategy bifurcates the molecule into two nearly equal subunits, the arylglycoside and 18-carbon fatty acid side chain. The key strategic transformations are (1) the palladium catalyzed, organosilanolate-based cross-coupling of a protected glucal silanol and (2) a catalytic enantioselective allylation of a dienal using allyltrichlorosilane. The synthesis was accomplished in 31 steps overall from commercial starting materials to afford over 50 mg of the natural product. Copyright