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Total synthesis of leukotriene B5

✍ Scribed by E.J. Corey; Stephen G. Pyne; Wei-guo Su


Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
225 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis


A practical, stereocontrolled synthesis of leukotriene B5 is described which makes this substance readily available for the first time.

Previous papers from this laboratory have described two total syntheses of leukotriene B4 (3


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The Pd-Cu coupling reaction of a chrral hydroxy-(E,E)-rododrene wrth a racemlc acetylenlc alcohol followed by reduction of the dlenyne leads to the desired (Z.E,E) geometry and allows synthesis of LTB4 and its S-eprmer after reparation of dlastereomers

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The synthesis of the highly chemotactic leukotriene B3 (la) and of its 6-trans isomer l b by Witrig reaction of the chiral phosphonium salt 3 with the aldehyde 4 is described. A new synthetic route to 4 starting from D-arabinose is reported. ## Synthese voo Leukohien B, Die Synthese des stark che