AI Article Synopsis
- The synthesis of naturally occurring pericosines A and B from a D-ribose derived ene-diol is presented, achieving overall yields of 35% and 41% respectively.
- The process highlights the use of stereoselective NHK vinylation for creating a chiral intermediate, which is crucial for the synthesis.
- The final products are obtained through efficient Ring Closing Metathesis (RCM) conversions, with the synthesis of pericosine B being noted as the best method reported to date.
Article 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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| http://dx.doi.org/10.1039/c1ob06383a | DOI Listing |
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