Organocatalyzed Amine-Free O-Phosphorylation of Alcohols with 4-Methylpyridine N-Oxide

Keisuke Yoshida; Wataru Hirano; Ryuuki Ota; Shinji Kitagaki

doi:10.1248/cpb.c24-00029

Chemical and Pharmaceutical Bulletin

Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363

Regular Article

Organocatalyzed Amine-Free O-Phosphorylation of Alcohols with 4-Methylpyridine N-Oxide

Keisuke Yoshida , Wataru Hirano, Ryuuki Ota, Shinji Kitagaki

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Keywords: pyridine N-oxide, phosphorylation, alcohol, catalyst

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Supplementary material

2024 Volume 72 Issue 3 Pages 303-308

DOI https://doi.org/10.1248/cpb.c24-00029

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Abstract

Amine-free phosphorylation of various alcohols was developed with 4-methylpyridine N-oxide in the presence of 4 Å molecular sieves at room temperature. This mild method gave various phosphorylated products in high yield and could be applied to acid- or base-sensitive substrates. Furthermore, this method was also effective for the chemoselective phosphorylation of diols or polyols.

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© 2024 Author(s) This is an open access article distributed under the terms of Creative Commons Attribution 4.0 License (https://creativecommons.org/licenses/by-nc/4.0/). Published by The Pharmaceutical Society of Japan

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