858676-41-2

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 853193-61-0 (-)-(3S,5E)-1-benzyloxyhept-5-en-3-ol 
• 858676-40-1 (2S,3S,4S,6R)-[6-(2-benzyloxy-ethyl)-4-(tert-butyldimethylsilanyloxy)-3-methyltetrahydropyran-2-yl]-acetic acid 
• 186581-53-3 diazomethane 
• 858676-38-7 (+)-(2S,3S,4S,6R)-6-(2-benzyloxyethyl)-4-(tert-butyldimethylsilanyloxy)-3-methyl-2-(2-hydroxyethyl)-tetrahydropyran 
• 858676-39-8 (+)-(2S,3S,4S,6R)-6-(2-benzyloxyethyl)-4-(tert-butyldimethylsilanyloxy)-3-methyl-2-(2-oxoethyl)-tetrahydropyran 
• 858676-37-6 (+)-(2S,3R,4S,6R)-6-(2-benzyloxyethyl)-4-(tert-butyldimethylsilanyloxy)-3-methyl-2-ethenyl-tetrahydropyran 
• 858676-36-5 (+)-(2S,3R,4S,6R)-6-(2-benzyloxyethyl)-4-hydroxy-3-methyl-2-ethenyltetrahydropyran 
• 67-56-1 methanol 

Relevant academic research and scientific papers

Stereoselective synthesis of the tetrahydropyran core of polycarvernoside A

(Chemical Equation Presented) A concise and stereoselective synthesis of the tetrasubstituted tetrahydropyran core of polycavernoside A was achieved in 55% overall yield from 3-benzyloxypropanal. A stereoselective allyl transfer reaction was used in the synthesis of enol ether 18 followed by a TFA-mediated cyclization to create the three new asymmetric centers in the tetrahydropyran with complete stereocontrol in a single-pot process.