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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List (R,R)-1,2,4,5-Diepoxypentane
109905-51-3

(R,R)-1,2,4,5-Diepoxypentane synthesis

5synthesis methods
The original procedure utilizes a reversible acyl transfer reaction of acetylacetone (1) using aluminum trichloride and chloroacetyl chloride. The reaction is driven forward through removal of acetyl chloride by distillation and the resulting dichlorodione is isolated (57–58% yield) as copper complex 2. The dione is then liberated from the metal under acidic conditions and subjected to Noyori asymmetric hydrogenation5–9 under high pressure to give dichlorodiol R,R-3 in 40% yield after recrystallization, which undergoes double cyclization under basic conditions to form bis-epoxide R,R-4 (92% yield; >97% ee).
(R,R)-1,2,4,5-Diepoxypentane synthesis
136030-29-0 Synthesis
2,4-Pentanediol, 1,5-dichloro-, (2S,4S)-

136030-29-0
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(R,R)-1,2,4,5-Diepoxypentane

109905-51-3
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Yield:>97 % ee

Reaction Conditions:

with potassium hydroxide in diethyl ether at 0 - 25; for 3 h;

References:

Rychnovsky, Scott D.;Griesgraber, George;Powers, Jay P. [Organic Syntheses,2000,vol. 77,p. 1 - 1]

D-threo-Pentitol, 3-deoxy-

92691-36-6
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(R,R)-1,2,4,5-Diepoxypentane

109905-51-3
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40630-12-4 Synthesis
2,4-Pentanedione, 1,5-dichloro-

40630-12-4
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(R,R)-1,2,4,5-Diepoxypentane

109905-51-3
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References
123-54-6 Synthesis
Acetylacetone

123-54-6
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(R,R)-1,2,4,5-Diepoxypentane

109905-51-3
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591-93-5 Synthesis
1,4-PENTADIENE

591-93-5
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(R,R)-1,2,4,5-Diepoxypentane

109905-51-3
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References