Stereocontrolled Total Synthesis of Lipoxins B

Abstract
A stereocontrolled total synthesis of six lipoxin B isomers are described. The flexible and stereoselective strategy involves Sharpless asymmetic epoxidation and pinylborane asymmetic reduction to secure the three hydroxyl-bearing stereocenters and a Wittig-type as well as palladium(0)-copper(I) coupling reactions to construct the carbon skeleton of the target molecules.

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