918328-71-9

Upstream product

• 4122-56-9 methyl o-formylbenzoate 
• 1145-93-3 diethyl 4-methoxybenzylphosphonate 
• 119-67-5 o-carboxybenzaldehyde 
• 326606-11-5 (S,S)-5,6-bis-(4-methoxyphenyl)-[1,4]-dioxan-2-one 
• 105-13-5 4-Methoxybenzyl alcohol 
• 122798-27-0 (-)-(2S,3S)-1,2-bis(4-methoxyphenyl)ethane1,2-diol 
• 2746-25-0 p-Methoxybenzyl bromide 
• 918328-66-2 (5R)-5-(tert-butyldiphenylsilyloxy)hexanal ethanediol acetal 
• 855256-87-0 (5R)-5-[1-(tert-butyl)-1,1-diphenylsilyl]oxyhexanal 
• 4705-34-4 1,2-bis(4-methoxyphenyl)ethene 
• 918328-69-5 (3S,5S,6S)-3-[(1S,5R)-5-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)hexyl]-2-methylidene-5,6-bis-(4-methoxyphenyl)-[1,4]-dioxan 
• 918328-68-4 (3S,5S,6S)-3-[(1S,5R)-5-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)hexyl]-5,6-bis-(4-methoxyphenyl)-[1,4]-dioxan-2-one 
• 918328-65-1 (5R)-5-hydroxyhexanal ethanediol acetal 
• 886986-52-3 methyl 2-(2-iodovinyl)benzoate 

Downstream Products

• 918328-73-1 (2S,3S,4aR,5S,9S,18aR)-5-(methoxymethoxy)-2,3-bis(4-methoxyphenyl)-9-methyl-2,3,4a,5,6,7,8,9,18,18a-decahydro-11H-[1,4]dioxino[2,3-h][2]benzoxacyclotetradecin-11-one 

Relevant academic research and scientific papers

Concise strategy to the core structure of the macrolide queenslandon

(Diagram presented) The fully functionalized core structure of the macrolactone queenslandon was prepared using a novel strategy consisting of a glycolate aldol reaction and hydroboration of the derived enol ether 17 followed by Suzuki cross-coupling with an iodostyrene. After conversion of the cross-coupling product to the seco acid 22, Mitsunobu macrolactonization and protecting group manipulations led to the queenslandon model 5.