188048-36-4

Upstream product

• 218168-28-6 Acetic acid ((4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-p-tolylsulfanyl-methyl ester 
• 14618-80-5 (R)-benzyl glycidol 
• 100-51-6 benzyl alcohol 
• 188048-33-1 (2R,4R)-1-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-pentane-2,4-diol 
• 188048-30-8 2-Benzyloxy-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanone 
• 188048-29-5 [(2S,3S)-3-(1-Benzyloxymethyl-vinyl)-oxiranylmethoxy]-tert-butyl-diphenyl-silane 
• 188048-31-9 (S)-2-Benzyloxy-1-[(2S,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanol 
• 188048-28-4 (2S,3S)-(3-(1-(benzyloxy)prop-2-en-2-yl)oxiran-2-yl)methanol 
• 931407-65-7 4-(benzyloxymethyl)penta-2,4-dien-1-ol 
• 79629-41-7 (((2-bromoallyl)oxy)methyl)benzene 
• 218168-33-3 (4R,6R)-4-Benzyloxymethyl-2,2-dimethyl-6-((S)-toluene-4-sulfinylmethyl)-[1,3]dioxane 
• 218168-21-9 (Z)-5-Benzyloxy-4-hydroxy-1-((S)-toluene-4-sulfinyl)-pent-3-en-2-one 
• 218168-26-4 (2R,4R)-1-Benzyloxy-5-((S)-toluene-4-sulfinyl)-pentane-2,4-diol 
• 742062-03-9 (+)-(4R)-5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-hydroxy-pentan-2-one 

Downstream Products

• 218282-48-5 (R)-1-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-2-ol 
• 742062-12-0 1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-prop-2-yn-1-ol 
• 742062-13-1 (8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol 
• 218168-34-4 [(R)-1-Benzyloxymethyl-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethoxy]-tert-butyl-dimethyl-silane 

Relevant academic research and scientific papers

Convergent highly stereoselective preparation of the C12-C24 fragment of macrolactin A

The convergent synthesis of the C12-C24 fragment (lower part) of macrolactin A is described. The adapted strategy allowed building up the lower moiety by the assembly of three key intermediates via organometallic addition. One hydroxylic stereogenic cente

Enantioselective synthesis of C2-symmetric hexols from β-δ- diketosulfoxides

An enantioselective synthesis of (1,2S,4S,8S,10S,11)- hexahydroxyundecane, a C2-symmetric hexol precursor of the alkaloid (-)- lythranidine, is described. This convergent synthesis was based on the stereoselective reduction of two different β-δ

Building Blocks for the Stereocontrolled Synthesis of 1,3-Diols of Various Configurations

A Sharpless epoxidation of the pentadienol 12 afforded the unsaturated epoxyalcohol 11 with 97.7% ee. Silylation of 11 and ozonolysis provided the epoxyketone 14. A completely anti-selective reduction of 14 succeeded with Zn(BH4)2. It led to the epoxyalcohol 15 which was converted into the acetonide alcohols 21 and 23, building blocks for enantiopure anti-1,3-diols. Alternatively, the same epoxyketone 14 and cp2Ti(III)Cl / 1,4-cyclohexadiene gave the β-hydroxyketone 16. This compound was transformed into the acetonide alcohols 22 and 24, building blocks for enantiopure syn-1,3-diols.