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Total Synthesis of (-)-Nodulisporic Acid D.

ABSTRACT: 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 ?,?-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.

SUBMITTER: Zou Y

PROVIDER: S-EPMC4479160 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature

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Total Synthesis of (-)-Nodulisporic Acid D.

Zou Yike Y Melvin Jason E JE Gonzales Stephen S SS Spafford Matthew J MJ Smith Amos B AB

Journal of the American Chemical Society 20150601 22

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. ...[more]

PMID: 26029849

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