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

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 d...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 82; no. 2; pp. 1248 - 1253
Main Authors Inuki, Shinsuke, Sato, Keisuke, Fukuyama, Takahide, Ryu, Ilhyong, Fujimoto, Yukari
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 20.01.2017
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ANTIBIOTICS
CHIRAL BUILDING-BLOCKS
MERGING PHOTOREDOX
ALPHA-AMINO-ACIDS
OSSAMYCIN
FOROSAMINE
ACCESS
CARBOXYLIC-ACIDS
SUGAR
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Summary: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.
Bibliography:KAKEN
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b02531