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Asymmetric total synthesis and absolute stereochemistry of the neuroactive marine macrolide palmyrolide A.

ABSTRACT: The first asymmetric total synthesis and determination of the absolute configuration for the neuroactive marine macrolide palmyrolide A is described. The highlight of the synthesis is macrocyclization via trans-enamide formation catalyzed by copper(I) iodide and cesium carbonate. Comparison with the authentic spectral data confirms the synthesis of (+)-ent-palmyrolide A.

SUBMITTER: Tello-Aburto R 

PROVIDER: S-EPMC3352666 | biostudies-literature | 2012 Apr

REPOSITORIES: biostudies-literature

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Asymmetric total synthesis and absolute stereochemistry of the neuroactive marine macrolide palmyrolide A.

Tello-Aburto Rodolfo R   Johnson Emily M EM   Valdez Cheyenne K CK   Maio William A WA  

Organic letters 20120404 8

The first asymmetric total synthesis and determination of the absolute configuration for the neuroactive marine macrolide palmyrolide A is described. The highlight of the synthesis is macrocyclization via trans-enamide formation catalyzed by copper(I) iodide and cesium carbonate. Comparison with the authentic spectral data confirms the synthesis of (+)-ent-palmyrolide A. ...[more]

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