136981-88-9

Upstream product

• 1109-15-5 tris(pentafluorophenyl)borate 
• 84510-37-2 (1S,2E)-1-(tri-n-butylstannyl)-1-(methoxymethoxy)-2-butene 

Downstream Products

• 131483-73-3 (2S,3R,4R,5S,6E)-2,3-Bis(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-5-(methoxymethoxy)-6-octen-4-ol 
• 158646-95-8 (2S,3R,4S,5S,6E)-2,3-Bis(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-5-(methoxymethoxy)-6-octen-4-ol 
• 131379-06-1 (+)-(2S,3S,4S)-(E)-2-(Benzyloxy)-4-(methoxymethoxy)-5-hepten-3-ol 
• 131379-08-3 (-)-(E)-(2S,3R,4S,5R)-2,3-bis(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-5-(methoxymethoxy)-6-octen-4-ol 
• 131483-69-7 (2S,3R,4R)-(E)-2-(Benzyloxy)-4-(methoxymethoxy)-5-hepten-3-ol 
• 158570-92-4 (2R,3R,4R,5S,6E)-2,3-Bis(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-5-(methoxymethoxy)-6-octen-4-ol 
• 158570-83-3 (2R,3R,4R,5R,6E)-2,3-Bis(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-5-(methoxymethoxy)-6-octen-4-ol 
• 158570-82-2 (6E,2R,3R,4S,5S)-2,3-bis(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-5-(methoxymethoxy)-6-octen-4-ol 
• 158570-91-3 (2R,3R,4S,5R,6E)-2,3-Bis(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-5-(methoxymethoxy)-6-octen-4-ol 
• 131483-68-6 (2S,3R,4S)-(E)-2-(Benzyloxy)-4-(methoxymethoxy)-5-hepten-3-ol 
• 131483-71-1 (2S,3R,4R)-(Z)-2-(Benzyloxy)-4-(methoxymethoxy)-5-hepten-3-ol 
• 131483-72-2 (2S,3S,4R)-(E)-2-(Benzyloxy)-4-(methoxymethoxy)-5-hepten-3-ol 

Relevant academic research and scientific papers

The BF3 and B(C6F5)3-catalyzed 1,3-isomerization of allylic stannanes

A spectroscopic and chemical study of the stereospecific B(C6F5)3-catalyzed 1,3-isomerization of (E,S)-1-methoxymethoxy-2-butenyl tributylstannane to (Z,S)-1-methyl-3-methoxymethoxy-2-propenyl tributylstannane is described. A pathway involving an intermediate B(C6F5)3 adduct is proposed based upon 1H- and 119Sn-NMR data. Analogous spectral evidence was not observed in the seemingly related BF3·OEt2-catalyzed isomerization. However, the similar product ratios obtained in B(C6F5)3 and BF3·OEt2-promoted additions of the latter stannane to o- and p-methoxybenzaldehyde reveals a close similarity between the two and prompts speculation that the BF3·OEt2-catalyzed 1,3-isomerization proceeds by an analogous pathway. A pathway for the B(C6F5)3-promoted addition of allylic stannanes to o-methoxybenzaldehyde is also presented.