1445877-53-1

Upstream product

• 1445877-74-6 C₁₉H₄₀O₄Si₂ 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 1060684-93-6 (((2R,3S,5R)-5-allyl-2-(((tert-butyldimethylsilyl)oxy)methyl)-tetrahydrofuran-3-yl)oxy)(tert-butyl)dimethylsilane 
• 34371-14-7 2-deoxy-D-ribonolactone 
• 452-51-7 D-2-deoxyribose 
• 940285-40-5 (4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl acetate 
• 83159-91-5 3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-D-ribono-1,4-lactone 

Relevant academic research and scientific papers

Nucleophilic addition to silyl-protected five-membered ring oxocarbenium ions governed by stereoelectronic effects

A series of fused-bicyclic acetals containing a disiloxane ring was investigated to evaluate the source of selectivity in silyl-protected 2-deoxyribose systems. The disiloxane ring unexpectedly enables the diaxial conformer of the cation to be stabilized by an electronegative atom at C-3. This low energy conformer subsequently undergoes stereoelectronically controlled nucleophilic addition to give substituted tetrahydrofurans with high diastereoselectivity.