Visible-light-mediated decarboxylative benzoyloxylation of β-hydroxy amino acids and its application to synthesis of functional 1,2-amino alcohol derivatives

Shinsuke Inuki; Keisuke Sato; Yukari Fujimoto

doi:10.1016/j.tetlet.2015.09.012

Visible-light-mediated decarboxylative benzoyloxylation of β-hydroxy amino acids and its application to synthesis of functional 1,2-amino alcohol derivatives

Shinsuke Inuki, Keisuke Sato, Yukari Fujimoto

Department of Chemistry

Research output: Contribution to journal › Article

6 Citations (Scopus)

Abstract

We have developed a novel method for decarboxylative benzoyloxylation of β-hydroxy amino acids using photoredox catalyst Ru(bpy)<inf>3</inf>Cl<inf>2</inf>·6H<inf>2</inf>O and benzoylperoxide (BzO)<inf>2</inf>. This strategy was expanded to the synthesis of structurally diverse chiral 1,2-amino alcohols with different aryl or alkyl groups, starting from serine or threonine derivatives.

Original language	English
Pages (from-to)	5787-5790
Number of pages	4
Journal	Tetrahedron Letters
Volume	56
Issue number	42
DOIs	https://doi.org/10.1016/j.tetlet.2015.09.012
Publication status	Published - 2015 Oct 14

Keywords

Amino alcohols
N-Acyliminium
Photocatalysis
Ruthenium
Visible light

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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Inuki, S., Sato, K., & Fujimoto, Y. (2015). Visible-light-mediated decarboxylative benzoyloxylation of β-hydroxy amino acids and its application to synthesis of functional 1,2-amino alcohol derivatives. Tetrahedron Letters, 56(42), 5787-5790. https://doi.org/10.1016/j.tetlet.2015.09.012

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