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Formal Synthesis of (+/-)-Tetrodotoxin via the Oxidative Amidation of a Phenol: On the Structure of the Sato Lactone

TitleFormal Synthesis of (+/-)-Tetrodotoxin via the Oxidative Amidation of a Phenol: On the Structure of the Sato Lactone
Publication TypeJournal Article
Year of Publication2015
AuthorsXu, S, Ciufolini, MA
JournalORGANIC LETTERS
Volume17
Pagination2424-2427
Date PublishedMAY 15
ISSN1523-7060
Abstract

A formal total synthesis of (+/-)-tetrodotoxin that relies on the bimolecular oxidative amidation of a phenol is described, and a structural correction of the Sato lactone, an important tetrodotoxin intermediate, is provided. This work lays the foundation for an ultimate enantioselective synthesis.

DOI10.1021/acs.orglett.5b00935