Volume 28, Issue 15
Natural Products
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ChemInform Abstract: Efficient and Diastereoselective Synthesis of (+)-Goniobutenolide A via Palladium-Catalyzed Ene-Yne Cross Coupling-Lactonization Cascade.

M. KOTORA

M. KOTORA

Dep. Chem., Purdue Univ., West Lafayette, IN 47907, USA

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E. NEGISHI

E. NEGISHI

Dep. Chem., Purdue Univ., West Lafayette, IN 47907, USA

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First published: 04 August 2010

Abstract

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ChemInform Abstract

The diastereoselective synthesis of the marginally antitumor (+)- goniobutenolide A (X) is based on the Pd-catalyzed reaction of the terminal acetylene (VI) with (Z)-3-bromopropenoic acid (VII) leading to the lactone with essentially complete control of the exocyclic alkene geometry.

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