503417-14-9

Upstream product

• 107-30-2 chloromethyl methyl ether 
• 247042-37-1 (4S)-2,2-dimethyl-4-[(1R,2R,3S)-2-(tert-butyldimethylsilyloxy)-1,3-dihydroxy-3-phenylpropyl]-1,3-dioxolane 
• 220820-69-9 (2S,4R,5S)-4-O-t-butyldimethylsilyl-1,2-O-isopropylidene-1,2,4,5-tetrahydroxy-5-phenylpentan-3-one 
• 100-52-7 benzaldehyde 
• 115043-29-3 2-(tert-Butyl-dimethyl-silanyloxy)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone 

Downstream Products

• 503417-16-1 (2S,3R,4R,5S)-4-(tert-butyldimethylsilyloxy)-3,5-bis(methoxymethoxy)-5-phenylpentane-1,2-diol 

Relevant academic research and scientific papers

Erythrulose derivatives as functionalized chiral d3 and d4 synthons

Protected erythrulose derivatives have been shown to undergo highly stereoselective dicyclohexylboron chloride-mediated aldol reactions. After suitable synthetic manipulation of the resulting aldol adducts, chiral polyoxygenated molecules can be obtained in which either three or all four carbon atoms of the starting erythrulose molecule have been incorporated. Erythrulose derivatives may therefore behave, according to convenience, as chiral, functionalized d3 or d4 synthons. As an example, this methodology has been applied to a stereoselective synthesis of the naturally occurring, pharmacologically active lactone (+)-boronolide.