Stereochemistry and Total Synthesis of Amavadin, the Naturally Occurring Vanadium Compound of Amanita muscaria

Article abstract of DOI:10.1021/ja00271a043

The structure and stereochemistry of the vanadium compound of Amanita muscaria, amavadin, are elucidated, and a total synthesis of amavadin is reported.It is shown to be the monohydrated complex of VO²⁺ with two molecules of N-(L-1-carboxyethyl)-N-hydroxy-L-alanine.The ligand belongs to a new type of complexing agents.Amavadin is the first naturally occurring vanadium compound of which the structure of an organic ligand has been established and synthesized.