Synthesis of Elongated Esters from Alkenes

A convenient method for synthesizing elongated aliphatic esters from alkenes is reported. An (alkoxycarbonyl)methyl radical species is generated upon visible‐light irradiation of an ester‐stabilized phosphorus ylide in the presence of a photoredox catalyst. This radical species adds onto the carbon–...

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Bibliographic Details
Published in:Angewandte Chemie International Edition Vol. 57; no. 47; pp. 15455 - 15459
Main Authors: Miura, Tomoya, Funakoshi, Yuuta, Nakahashi, Junki, Moriyama, Daisuke, Murakami, Masahiro
Format: Journal Article
Language:English
Published: Germany Wiley Subscription Services, Inc 19-11-2018
Edition:International ed. in English
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Summary:A convenient method for synthesizing elongated aliphatic esters from alkenes is reported. An (alkoxycarbonyl)methyl radical species is generated upon visible‐light irradiation of an ester‐stabilized phosphorus ylide in the presence of a photoredox catalyst. This radical species adds onto the carbon–carbon double bond of an alkene to produce an elongated aliphatic ester. Stretching out: A convenient method for synthesizing elongated aliphatic esters from alkenes is reported. An (alkoxycarbonyl)methyl radical species is generated upon visible‐light irradiation of an ester‐stabilized phosphorus ylide in the presence of a photoredox catalyst. This radical adds to the carbon–carbon double bond of an alkene to produce an elongated aliphatic ester. ppy=2‐phenylpyridinato.
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201809115