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Published on: November 9, 2019
Facile carbohydrate-based stereocontrolled divergent synthesis of (+)-pericosines A and B
Subhankar Tripathi1, Ajam Chand Shaikh, Chinpiao Chen
1Department of Chemistry, National Dong Hwa University, Hualien, 97401, Taiwan, ROC.
Abstract:
An isomer-divergent synthesis of naturally occurring pericosines A and B is described starting from a known D-ribose derived ene-diol in 35% and 41% overall yields respectively of which the latter is the best synthetic method reported for pericosine B. The key features of this synthesis include the stereoselective NHK vinylation of the terminal aldehyde to the versatile diolefinic chiral intermediate and elegant conversions of the same to the corresponding final products via RCM (Ring Closing Metathesis).
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