194934-62-8

Upstream product

• 194934-56-0 (2R,3R,4R,5R)-3-benzyloxy-6-(p-methoxybenzyloxy)-5-methylhexane-2,4-diol 
• 194934-58-2 (S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-propionaldehyde 
• 862509-84-0 (4R,5R,6R)-5-benzyloxy-4-[1-hydroxy-prop-2-(R)-yl]-2,2,6-trimethyl-1,3-dioxane 
• 194934-61-7 (E)-(5R,6R,7R)-7-((4R,5R,6R)-5-Benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-5,6-bis-(2-trimethylsilanyl-ethoxymethoxy)-oct-3-en-2-one 
• 194934-59-3 methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate 
• 194934-55-9 (2R,4R,5R)-4-benzyloxy-5-hydroxy-1-(p-methoxybenzyloxy)-2-methyl-3-hexanone 
• 194934-52-6 methyl (2E,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-pent-2-enoate 
• 194934-57-1 (4R,5R,6R)-5-benzyloxy-4-[1-(p-methoxybenzyloxy)-prop-2-(R)-yl]-2,2,6-trimethyl-1,3-dioxane 

Relevant academic research and scientific papers

Studies in marine macrolide synthesis: Stereocontrolled synthesis of the F-ring subunit of spongistatin 1 (Altohyrtin A).

The C36-C46 subunit 3, containing the F ring of spongistatin 1 (1), was prepared in 12 steps from ketone (R)-7. Key steps include: (i) the boron-mediated anti aldol reaction, 7 → 9; (ii) the Sharpless AD, 6 → 13; and (iii) an intramolecular hetero-Michael addition, followed by base-promoted equilibration to give 3.