Total synthesis of the Fusarium toxin equisetin: Proof of the stereochemical relationship of the tetramate and terpenoid sectors

Article abstract of DOI:10.1021/ja00203a026

A total synthesis of the Fusarium mycotoxin equisetin, in a manner that establishes its stereochemistry, is described. The key steps involve a lactonic variation of the ester enolate Claisen rearrangement and a novel construction of a 1-acyltetramic acid from an L-N-methylserine derivative and a β-keto ester.