182009-20-7

Upstream product

• 90344-49-3 (2R)-3-iodo-2-methylpropyl benzyl ether 
• 182009-19-4 N'-[4-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-1-methyl-but-(E)-ylidene]-N,N-dimethyl-hydrazine 
• 166826-55-7 (S)-2,2-diethyl-4-(2-iodoethyl)-1,3-dioxolane 
• 13483-31-3 Acetone dimethylhydrazone 

Downstream Products

• 182009-24-1 tert-Butyl-((2S,6R,9S)-9-methyl-1,7-dioxa-spiro[5.5]undec-2-ylmethoxy)-diphenyl-silane 
• 182009-23-0 (2S,6R,9S)-2-Benzyloxymethyl-9-methyl-1,7-dioxa-spiro[5.5]undecane 

Relevant academic research and scientific papers

Regioselective and stereoselective reductive cleavage of 1,7-dioxaspiro[5.5]undecane alcohols

Lewis acid-promoted triethylsilane reduction of 6,6-spiroketal alcohols produces cis-2,6-disubstituted tetrahydropyrans with excellent regioselectivity and stereocontrol. An appended alcohol allows bidentate coordination of the Lewis acid to selectively activate one C-O bond of the anomeric center toward reductive cleavage.