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A regioselective etherification of pyridoxine via an ortho-pyridinone methide intermediate.
Journal article

A regioselective etherification of pyridoxine via an ortho-pyridinone methide intermediate.

Greg Boyce, Jessica A. Yazarians and Brian L. Jiménez
Tetrahedron Letters
06-01-2017

Abstract

o-Pyridinone methide Ginkgotoxin Catalyst-free Oxa-Michael Pyridoxine
The catalyst-free, regioselective synthesis of 4′-O-substituted pyridoxine derivatives under solventless conditions is described. The methodology relies on the highly regioselective formation of the ortho-pyridinone methide from pyridoxine and subsequent oxa-Michael addition of alcohol nucleophiles. This methodology provides good to excellent yields for primary and secondary alcohols and moderate yields for tertiary alcohols.
url
https://doi.org/10.1016/j.tetlet.2017.04.082View

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