1590239-93-2

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 1590239-90-9 5-p-methoxybenzyl-tosyl-D-glycal 
• 196704-96-8 4-O-p-methoxybenzyl-D-glucal 

Downstream Products

• 1590239-97-6 1-((2S,5S,6R)-5-(4-methoxybenzyloxy)-6-pentyl-5,6-dihydro-2H-pyran-2-yl)butan-2-one 
• 1590240-00-8 1-((2R,5S,6R)-5-(4-methoxybenzyloxy)-6-pentyltetrahydro-2H-pyran-2-yl)butan-2-one 

Relevant academic research and scientific papers

Facile access to cis-2,6-disubstituted tetrahydropyrans by palladium-catalyzed decarboxylative allylation: Total syntheses of (±)-Centrolobine and (+)-decytospolides A and B

Cis-2,6-Tetrahydropyran is an important structural skeleton of bioactive natural products. A facile synthesis of cis-2,6-disubstituted-3,6-dihydropyrans as cis-2,6-tetrahydropyran precursors has been achieved in high regioand stereoselectivity with high yields. This reaction involves a palladium-catalyzed decarboxylative allylation of various 3,4-dihydro-2H-pyran substrates. Extending this reaction to 1,2-unsaturated carbohydrates allowed the achievement of challenging b-C-glycosylation. Based on this methodology, the total syntheses of (±)-centrolobine and (+)-decytospolides A and B were achieved in concise steps and overall high yields.