155391-85-8

Upstream product

• 142654-37-3 1,1-dimethylethyl 3-oxo-5-(phenylmethoxy)pentanoate 
• 1694-31-1 tert-butyl acetoacetate 
• 3587-60-8 Benzyloxymethyl chloride 
• 94404-20-3 (-)-(S_S)-(toluene-4-sulfinyl)-acetic acid tert-butyl ester 
• 19790-60-4 3-Benzyloxypropanal 

Downstream Products

• 142929-77-9 (2R,3S)-2-methyl-1,3-O-(1-methylethylidene)-5-O-(phenylmethyl)-1,3,5-pentanetriol 
• 155391-86-9 1,1-dimethylethyl (2S,3S)-3-hydroxy-2-methyl-5-(phenylmethoxy)pentanoate 

Relevant academic research and scientific papers

Asymmetric synthesis of β-hydroxyesters by aldol type condensation of enantiomerically pure t-butyl p-tolyl sulfinyl acetate: Unexpected substituent effect on the absolute configuration of the product

Aldol type condensation of enantiomerically pure t-butyl p-tolyl sulfinyl acetate was shown to give the opposite configuration at the hydroxylic center in the case of an α,β-unsaturated aldehyde, a result which is in sharp contrast with literature results. The absolute configurations of the aldol products were determined by X-ray crystallography.

Convergent synthesis of the polyene macrolide (-)-roxaticin

(-)-Roxaticin has been synthesized from polyol tetraacetonide 5, which was prepared by a threefold convergent route. Each of the optically pure building blocks (2, 3, and 4) was prepared using a Noyori asymmetric hydrogenation. Sequential alkylation of di