104863-81-2

Upstream product

• 66972-48-3 E-4-bromobut-2-enal dimethyl acetal 
• 100-51-6 benzyl alcohol 
• 478554-84-6 E-4-(4-methoxybenzyloxy)but-2-enal dimethyl acetal 

Downstream Products

• 104863-88-9 (2S,4S,5R)-2-((1S,2R)-3-Benzyloxy-1,2-dihydroxy-propyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 104863-88-9 (2S,4S,5R)-2-((1R,2S)-3-Benzyloxy-1,2-dihydroxy-propyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 81801-09-4 4-O-benzyl-2,3-O-isopropylidene-D-threose 
• 104863-83-4 (2S,4S,5R)-2-((E)-3-Benzyloxy-propenyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 104863-83-4 (2R,4S,5R)-2-((E)-3-Benzyloxy-propenyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Thermal/hyperbaric heterocycloaddition of 1,4-dialkoxy-1,3-dienes: The de novo (E,Z) way to sugars

1-(Z)-Alkoxy-4-(E)-methoxybutadiene derivatives have been reacted with ethylgyoxylate and diethyl ketomalonate under thermal or hyperbaric conditions. They provide, with a total regioselectivity and fair to total endoselectivities, the expected dihydropyranic cycloadducts. Three of those pseudoglycals have been converted in a few classical steps (deprotection, reduction, and dihydroxylation) into (racemic) allose, mannose, and gullose derivatives. The order of these three steps has a direct influence on the efficiency of the transformation and determines the stereochemistry of the final sugar.