Palladium‐Catalyzed DYKAT of Vinyl Epoxides: Enantioselective Total Synthesis and Assignment of the Configuration of (+)‐Broussonetine G

Barry M. Trost, Daniel B. Horne, Michael J. Woltering

Angewandte Chemie International Edition · 2003 · 108 citations · 18 references

Concepts

Abstract

A potential general approach to potent N-heterocyclic glycosidase inhibitors is illustrated by the first total synthesis of (+)-broussonetine G (1). The key transformation of the synthesis relies on two successive palladium-catalyzed asymmetric allylic alkylations of butadiene monoxide with a nitrogen nucleophile to construct the pyrrolidine core.

References

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