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Synthesis 1986; 1986(6): 453-461
DOI: 10.1055/s-1986-31673
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Stereocontrolled Total Synthesis of Lipoxins B

K. C. Nicolaou* , S. E. Webber
  • *Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, U. S. A.
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Publication Date:
20 August 2002 (online)

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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.