861902-80-9

Upstream product

• 861902-77-4 (1'S,2R,3R,4R,5R)-3,4-(dimethanesulfonyloxy)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 861902-79-6 (1S,2'S,5'S)-1-[5'-(hydroxymethyl)-2',5'-dihydrofuran-2'-yl]ethanol 
• 861902-76-3 (1'S,2R,3R,4R,5R)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran-3,4-diol 
• 861902-78-5 (1'S,2S,5S)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyl-2,5-dihydrofuran 

Downstream Products

• 861902-81-0 (1S,2'S,5'S)-1-[5'-(tert-butyldiphenylsilanyloxymethyl)-2',5'-dihydrofuran-2'-yl]ethyl phenylselenocarbonate 
• 861902-84-3 (2S,3aR,6S,6aS)-6-methyl-2-tosyloxymethyltetrahydrofuro[3,4-b]furan-4-one 
• 861902-82-1 (2S,3aR,6S,6aS)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyltetrahydrofuro[3,4-b]furan-4-one 

Relevant academic research and scientific papers

Stereoselective synthesis of (2R,3S,4S)-3-hydroxy-4-methyl-2-tetradecyl-4- butanolide starting from 2,5-anhydro-D-mannitol

A novel approach to natural β-hydroxy-γ-lactone 2 from 2,5-anhydro-d-mannitol (1) is described. The key reactions in this synthesis include stereoselective methylation of aldehyde 3 with lithium dimethylcuprate, an intramolecular radical cyclization of seleno carbonate 11 and an intermolecular cross-metathesis of 3-allyl-4-hydroxy-γ-lactone 16 with 1-tridecene.