Concepedia

Toward the Total Synthesis of the Brasilinolides: Construction of a Differentially Protected C20−C38 Segment

Ian Paterson, Paul M. Burton, C. Cordier, Michael P. Housden, Friedrich Mühlthau, Olivier Loiseleur

Organic Letters · 2009 · 15 citations · 18 references

DOI

Concepts

Abstract

An efficient, convergent synthesis of a differentially protected C20-C38 segment of the brasilinolides is described. Iterative 1,4-syn aldol additions and ketone reductions were employed to construct the two related stereotetrads, while a sequence of Horner-Wadsworth-Emmons (HWE) coupling, CBS reduction, and Sharpless AE installed the epoxy alcohol functionality.

References

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