186489-75-8

Upstream product

• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 186489-74-7 (4R,5S,6R,7R)-7-(t-butyldimethylsilyloxy)-5-hydroxy-4,6-dimethylnonan-3-one 
• 186489-71-4 (4R,2'R,4'S)-3-(2',4'-dimethyl-3'-oxo-5'-hydroxyheptanoyl)-4-benzyl-2-oxazolidinone 
• 186489-72-5 (4R,2'R,3'S,4'S)-3-(2',4'-dimethyl-3',5'-dihydroxyheptanoyl)-4-benzyl-2-oxazolidinone 
• 211187-30-3 (2R,3S,4R,5R)-5-(t-butyldimethylsilyloxy)-3-hydroxy-N-methoxy-N,2,4-trimethylheptanamide 
• 186489-73-6 (R)-4-Benzyl-3-[(2R,3S,4R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-heptanoyl]-oxazolidin-2-one 
• 101712-01-0 (R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione 
• 69739-34-0 t-butyldimethylsiyl triflate 

Downstream Products

• 186489-76-9 1-{(Z)-(1S,2R)-1-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-methyl-3-trimethylsilanyloxy-pent-3-enyloxymethyl}-4-methoxy-benzene 
• 1227673-11-1 methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4R,6R,7S,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3-hydroxy-4,6,8-trimethyl-5-oxo-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate 
• 171005-61-1 (R)-4-Benzyl-3-((R)-2-{(4S,5R,6S)-6-[(1S,2S,3R,5R,6S,7R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-6-(4-methoxy-benzyloxy)-1,3,5,7-tetramethyl-4-oxo-decyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionyl)-oxazolidin-2-one 
• 186489-77-0 (R)-4-Benzyl-3-((R)-2-{(4S,5R,6S)-6-[(1S,2R,3S,4S,5S,6R,7R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-2,4-dihydroxy-6-(4-methoxy-benzyloxy)-1,3,5,7-tetramethyl-decyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionyl)-oxazolidin-2-one 

Relevant academic research and scientific papers

Catalytic asymmetric synthesis of complex polypropionates: lewis base catalyzed aldol equivalents in the synthesis of erythronolide B

"Chemical Equation Presented" Powerful aldol reactions: Stereoselective Lewis base catalyzed aldol equivalents expediently provided eight of the ten stereocenters required for the synthesis of erythronolide B. Indeed, all eleven stereocenters present in the erythromycin aglycone have been derived directly or indirectly from catalytic asymmetric equivalents of aldol addition reactions (see scheme).

General strategies toward the syntheses of macrolide antibiotics. The total syntheses of 6-deoxyerythronolide B and oleandolide

The asymmetric syntheses of 6-deoxyerythronolide B (1) and oleandolide (2) have been achieved, each in 18 linear steps. These syntheses demonstrate the utility of chiral β-keto imide building block 3 as a versatile building block for the aldol-based assemblage of polypropionate-derived natural products.