Title | Approach to Tetrodotoxin via the Oxidative Amidation of a Phenol |
Publication Type | Journal Article |
Year of Publication | 2009 |
Authors | Mendelsohn, BA, Ciufolini, MA |
Journal | Organic Letters |
Volume | 11 |
Pagination | 4736-4739 |
Date Published | Oct |
Type of Article | Article |
ISBN Number | 1523-7060 |
Abstract | An approach to tetrodotoxin that relies on the oxidative amidation of methyl 4-hydroxyphenylacetate as a key step is described. The stereoselective Introduction of a beta-hydroxynitrile functionality on one of the double bonds of the emerging dienone is achieved through an intramolecular nitrile oxide cycloaddition-fragmentation sequence. |
DOI | 10.1021/ol901914u |