Sessiline
is an alkaloid which is recently isolated from the fruits of Acanthopanax sessiliflorus. The molecule
contains two five-membered heterocyclic units joined together by an acylaminocarbinol-ether
type bond. Here, we describe the first, simple synthesis of sessiline from 5-hydroxypyrrolidin-2-one and 5-hydroxymethylfurfural, which are prepared from succinimide
and furfuryl alcohol, respectively. The coupling reaction takes place on moderate
heating under neat conditions.
References
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