Stereocontrolled Total Synthesis of Lipoxins B

Article abstract of DOI:10.1055/s-1986-31673

A stereocontrolled total synthesis of six lipoxin B isomers are described.The flexible and stereoselective strategy involves Sharpless asymmetric epoxidation and pinylborane asymmetric 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.