Asymmetric total synthesis of naturally occurring spirocyclic tetranorsesquiterpenoid lanceolactone A?

Organic & Biomolecular Chemistry Pub Date: 2018-06-22 DOI: 10.1039/C8OB01328D

Abstract

Asymmetric total synthesis of naturally occurring γ-butenolide containing [4.4]spiro-tetrahydrofuran lanceolactone A has been reported in the present work. Bimetallic (“Pd–Cu”) cascade cyclization was the crucial reaction employed for the construction of the γ-butenolide framework of the natural product. Subsequently, iodocyclization and reductive deiodination through a transfer hydrogenation reaction were applied to access the target molecule in an efficient manner.

Graphical abstract: Asymmetric total synthesis of naturally occurring spirocyclic tetranorsesquiterpenoid lanceolactone A
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