931407-65-7

Upstream product

• 79629-41-7 (((2-bromoallyl)oxy)methyl)benzene 
• 100-51-6 benzyl alcohol 
• 188048-27-3 4-(benzyloxymethyl)penta-2,4-dien-1-ol 
• 4039-82-1 Benzyl propargyl ether 
• 107-18-6 allyl alcohol 

Downstream Products

• 188048-28-4 (2S,3S)-(3-(1-(benzyloxy)prop-2-en-2-yl)oxiran-2-yl)methanol 
• 178860-79-2 (2R,4S)-1-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-pentane-2,4-diol 
• 188048-31-9 (S)-2-Benzyloxy-1-[(2S,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanol 
• 188048-32-0 (R)-1-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-hydroxy-pentan-2-one 
• 188048-29-5 [(2S,3S)-3-(1-Benzyloxymethyl-vinyl)-oxiranylmethoxy]-tert-butyl-diphenyl-silane 
• 188048-30-8 2-Benzyloxy-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-ethanone 
• 188048-36-4 (+)-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]methanol 
• 188048-33-1 (2R,4R)-1-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-pentane-2,4-diol 
• 188048-34-2 ((4R,6R)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane 
• 188048-35-3 ((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane 

Relevant academic research and scientific papers

Alkenol alkyne cross metathesis

Allyl alcohols and their homologues were used In the enyne cross metathesis to prepare hydroxy-functionallzed dienes. An isomerization was found to occur under prolonged heating, and a method for conversion to (E)-diene product is also reported.

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.