Asymmetric Total Synthesis of Eupalinilide E, a Promoter of Human HSPC Expansion.
Ramkrishna MaitySaumen HajraPublished in: Organic letters (2022)
A concise and scalable asymmetric total synthesis of eupalinilde E from ( R )-(-)-carvone in 12 steps is reported with an overall yield of 20%. The key steps of the synthesis are a tandem Favorskii rearrangement-elimination reaction in the chromatography-free synthesis of carvone-derived 2-cyclopentene carbaldehyde and its catalyst-free stereospecific tandem allylboration-lactonization using recyclable trifluoroethanol as a promoter and solvent affording β-hydroxymethyl-α-methylene-γ-butyrolactone.
Keyphrases
- dna methylation
- transcription factor
- ionic liquid
- endothelial cells
- gene expression
- mass spectrometry
- high speed
- induced pluripotent stem cells
- solid state
- liquid chromatography
- pluripotent stem cells
- reduced graphene oxide
- tandem mass spectrometry
- highly efficient
- metal organic framework
- gold nanoparticles
- solid phase extraction