A convergent approach to the dioxaadamantane core of (±)- tetrodotoxin

Hugo Lago-Santomé, Rubén Meana-Pañeda, Ricardo Alonso

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

A fully stereocontrolled 1,3-diol orthoesterification and a water-promoted intramolecular Henry addition, combined with the previously reported formal (3 + 3) annulation of α-nitro-α,β-enals and 2,2-dimethyl-1,3- dioxan-5-one, provided for a short convergent pathway to the dioxaadamantane core of (±)-tetrodotoxin.

Original languageEnglish (US)
Pages (from-to)4300-4305
Number of pages6
JournalJournal of Organic Chemistry
Volume79
Issue number10
DOIs
StatePublished - May 16 2014

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