Synthesis of (-)-Tabtoxinine-p-lactam, the Phytotoxin of Tobacco Wildfire Disease

摘要

Synthesis of (-)-tabtoxinine-beta-lactam and its betai?)-iso-mer, the cause of tobacco wildfire disease, was achieved from L-serine using a zinc-mediated coupling reaction, Sharpless asymmetric dihydroxylation and lactamization of beta-mesyloxy benzylhy-droxamate amide as the key steps.