A Diastereodivergent Synthetic Strategy for the Syntheses of Communesin F and Perophoramidine

Seo‐Jung Han, Florian Vogt, Shyam Krishnan, Jeremy A. May, Michele Gatti, Scott C. Virgil, Brian M. Stoltz

Organic Letters · 2014 · 75 citations · 43 references

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Abstract

An efficient, unified, and stereodivergent approach toward communesin F and perophoramidine was examined. The C(3) all-carbon quaternary center of an oxindole was smoothly constructed by base-promoted indolone-malonate alkylation chemistry. The complementary relative stereochemistry of the crucial vicinal quaternary centers found in communesin F and perophoramidine was selectively installed by substrate-controlled decarboxylative allylic alkylations.

References

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