A strategy for generating alkyl radicals from aliphatic esters and lactones via sequential hydrolysis and photoinduced decarboxylation. Issue 13 (25th March 2015)

• Record Type: Journal Article
• Authors: Saito, Hikaru; Kanetake, Takayuki; Osaka, Kazuyuki; Maeda, Kousuke; Morita, Toshio; Yoshimi, Yasuharu
• Is Part Of: Tetrahedron letters. Volume 56:Issue 13(2015)
• Page Start: 1645
• Page End: 1648
• Publication Date: 2015-03-25
• Subjects: Generating alkyl radical -- Aliphatic ester and lactone -- Hydrolysis -- Photoinduced decarboxylation -- Radical reaction; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.02.020
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Sequential hydrolysis and photoinduced decarboxylation of methyl aliphatic esters lead to efficient generation of alkyl radicals under mild conditions. The generated alkyl radicals react with a variety of reagents to produce addition, reduction, and substitution products. In addition, the new tin and halogen free process for alkyl radical generation is applicable to a variety of aliphatic esters including those of dipeptides, steroids, saccharides, and lactones.