Formal Total Synthesis of l -Ossamine via Decarboxylative Functionalization Using Visible-Light-Mediated Photoredox Catalysis in a Flow System

Shinsuke Inuki; Keisuke Sato; Takahide Fukuyama; Ilhyong Ryu; Yukari Fujimoto

doi:10.1021/acs.joc.6b02531

Formal Total Synthesis of l -Ossamine via Decarboxylative Functionalization Using Visible-Light-Mediated Photoredox Catalysis in a Flow System

Shinsuke Inuki, Keisuke Sato, Takahide Fukuyama, Ilhyong Ryu, Yukari Fujimoto

Department of Chemistry

Research output: Contribution to journal › Article

14 Citations (Scopus)

Abstract

A formal total synthesis of l-ossamine was achieved. The key feature of the synthesis was the decarboxylative functionalization of a threonine derivative using visible-light-mediated photoredox catalysis. This reaction was implemented in a flow reactor, allowing for the efficient conversion to the desired product.

Original language	English
Pages (from-to)	1248-1253
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	82
Issue number	2
DOIs	https://doi.org/10.1021/acs.joc.6b02531
Publication status	Published - 2017 Jan 20

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Catalysis

Threonine

Derivatives

ASJC Scopus subject areas

Organic Chemistry

Cite this

Inuki, S., Sato, K., Fukuyama, T., Ryu, I., & Fujimoto, Y. (2017). Formal Total Synthesis of l -Ossamine via Decarboxylative Functionalization Using Visible-Light-Mediated Photoredox Catalysis in a Flow System. Journal of Organic Chemistry, 82(2), 1248-1253. https://doi.org/10.1021/acs.joc.6b02531

Formal Total Synthesis of l -Ossamine via Decarboxylative Functionalization Using Visible-Light-Mediated Photoredox Catalysis in a Flow System. / Inuki, Shinsuke; Sato, Keisuke; Fukuyama, Takahide; Ryu, Ilhyong; Fujimoto, Yukari.

In: Journal of Organic Chemistry, Vol. 82, No. 2, 20.01.2017, p. 1248-1253.

Research output: Contribution to journal › Article

Inuki, S, Sato, K, Fukuyama, T, Ryu, I & Fujimoto, Y 2017, 'Formal Total Synthesis of l -Ossamine via Decarboxylative Functionalization Using Visible-Light-Mediated Photoredox Catalysis in a Flow System', Journal of Organic Chemistry, vol. 82, no. 2, pp. 1248-1253. https://doi.org/10.1021/acs.joc.6b02531

Inuki S, Sato K, Fukuyama T, Ryu I, Fujimoto Y. Formal Total Synthesis of l -Ossamine via Decarboxylative Functionalization Using Visible-Light-Mediated Photoredox Catalysis in a Flow System. Journal of Organic Chemistry. 2017 Jan 20;82(2):1248-1253. https://doi.org/10.1021/acs.joc.6b02531

Inuki, Shinsuke ; Sato, Keisuke ; Fukuyama, Takahide ; Ryu, Ilhyong ; Fujimoto, Yukari. / Formal Total Synthesis of l -Ossamine via Decarboxylative Functionalization Using Visible-Light-Mediated Photoredox Catalysis in a Flow System. In: Journal of Organic Chemistry. 2017 ; Vol. 82, No. 2. pp. 1248-1253.

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Access to Document

10.1021/acs.joc.6b02531