332179-89-2

Upstream product

• 69739-34-0 t-butyldimethylsiyl triflate 
• 1039456-30-8 (E,4S,5S)-5-(tert-butyldimethylsilyloxy)-4,6-dimethylhept-2-en-1-ol 
• 56599-24-7 p-methoxybenzyl trichloroacetate 
• 332179-81-4 (E,4S,5S)-5-(tert-butyldimethylsilyloxy)-4,6-dimethylhept-2-enal 
• 332179-80-3 6-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-hexan-2-one 
• 164145-48-6 (2S,4R,5S)-2-benzyloxy-5-hydroxy-4,6-dimethyl-3-heptanone 
• 167842-11-7 (2S,4R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-heptan-3-one 
• 149250-62-4 (2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-pentanal 
• 676548-75-7 (E)-(4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6-dimethyl-hept-2-enoic acid methyl ester 
• 127793-65-1 (3R)-1-[(tert-butyldimethylsilyl)oxy]hex-5-en-3-ol 
• 89922-82-7 3-(tert-butyldimethylsilanyloxy)propionaldehyde 

Downstream Products

• 332179-79-0 (R)-4-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3-(4-methoxy-benzyloxy)-butyraldehyde 
• 332179-91-6 (4R,6R)-4-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-6-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyl]-2,2-dimethyl-[1,3]dioxane 

Relevant academic research and scientific papers

Remote 1,5-stereoinduction in boron aldol reactions of methyl ketones: Application to the convergent assembly of the 1,3-polyol sequence of (+)-roxaticin

By exploiting 1,5-anti stereoinduction in the boron aldol coupling of the β-alkoxy methyl ketones 6 and 8 with aldehydes 7 and 9, the convergent synthesis of 2, corresponding to the fully protected polyol sequence of the 30-membered macrolide, (+)-roxaticin (1), was achieved in an efficient manner (15 steps and 24.0% yield from ketone 15).