882039-16-9

Upstream product

• 136320-64-4 (2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 125244-91-9 3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-methylpropan-1-ol 
• 105859-45-8 (S)-3-(tert-butyldimethylsilyloxy)-2-methylpropan-1-ol 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 

Downstream Products

• 136320-64-4 (2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol 
• 105859-45-8 (S)-3-(tert-butyldimethylsilyloxy)-2-methylpropan-1-ol 
• 132969-60-9 (2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal 

Relevant academic research and scientific papers

A unified strategy for the stereospecific construction of propionates and acetate-propionates relying on a directed allylic substitution

A strategy for the stereospecific construction of propionates and acetate-propionates using a directed allylic substitution was reported. The enantiomerically pure allylic o-DPPB esters having an additional oxygen functionality in the homoallylic position served as the building blocks for iterative propionate insertion. It was observed that asymmetric sharpless epoxidation of allylic alcohol followed by an epoxide ring opening with a hydride nucleophile produced the acetate-propionate structures. The process allowed the stereoselective construction of 1,5-skipped oligomethyl chains of isoprenoid or polyketide origin. Crotonaldehyde was used and treated with HCN in the presence of the oxynitrilase from bitter almonds to furnish the (R)-cyanohydrin with high levels of enantioselectivity. The nitrile function was transformed into the ethyl ester using a Pinner reaction protocol.

Chemoenzymatic synthesis of the C10-C23 segment of dictyostatin

Employing enzymatic desymmetrization and resolution, respectively, the two aldehydes 8 and 20 were prepared. The precursor to aldehyde 8, meso-2,4-dimethylglutaric anhydride 3, could be obtained by base treatment of the diastereomeric mixture. Aldehyde 8