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Journal articles
A Concise Synthesis of Lentiginosine Derivatives Using a Pyridinium Formation via the Mitsunobu Reaction
Abstract : A four-step synthesis of (−)-lentiginosine and its epimers is described starting from 2-bromopyridine. The key step consisted of a quaternarization of a fully unprotected pyridinium-polyol unit using Mitsunobu methodology. Subsequent PtO2-catalyzed diastereoselective hydrogenation of the pyridinium ring proceeded smoothly and led to the expected dihydroxyindolizidines with excellent yields. This stereochemically flexible strategy has been illustrated by the concise total synthesis of non-natural products derivatives such as (−)-lentiginosine and its stereoisomers in high yields.
https://hal-normandie-univ.archives-ouvertes.fr/hal-02385007
Contributor : Laurent Bischoff Connect in order to contact the contributor
Submitted on : Thursday, November 28, 2019 - 3:59:49 PM
Last modification on : Saturday, June 25, 2022 - 9:54:46 AM
Contributor : Laurent Bischoff Connect in order to contact the contributor
Submitted on : Thursday, November 28, 2019 - 3:59:49 PM
Last modification on : Saturday, June 25, 2022 - 9:54:46 AM
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