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Total Synthesis of (−)-Nodulisporic Acid D

2015; American Chemical Society; Volume: 137; Issue: 22 Linguagem: Inglês

10.1021/jacs.5b04728

1943-2984

Yike Zou, Jason Melvin, Stephen S. Gonzales, Matthew J. Spafford, Amos B. Smith,

Marine Sponges and Natural Products

A convergent total synthesis of the architecturally complex indole diterpenoid (−)-nodulisporic acid D has been achieved. Key synthetic transformations include vicinal difunctionalization of an advanced α,β-unsaturated aldehyde to form the E,F-trans-fused 5,6-ring system of the eastern hemisphere and a cascade cross-coupling/indolization protocol leading to the CDE multisubstituted indole core.