Visible‐Light Photocatalytic Intramolecular Cyclopropane Ring Expansion

Described herein is a new visible‐light photocatalytic strategy for the synthesis of enantioenriched dihydrofurans and cyclopentenes by an intramolecular nitro cyclopropane ring expansion reaction. Mechanistic studies and DFT calculations are used to elucidate the key factors in this new ring expans...

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Veröffentlicht in:Angewandte Chemie International Edition 2017-06, Vol.56 (27), p.7826-7830
Hauptverfasser: Luis‐Barrera, Javier, Laina‐Martín, Víctor, Rigotti, Thomas, Peccati, Francesca, Solans‐Monfort, Xavier, Sodupe, Mariona, Mas‐Ballesté, Rubén, Liras, Marta, Alemán, José
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Sprache:eng
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Zusammenfassung:Described herein is a new visible‐light photocatalytic strategy for the synthesis of enantioenriched dihydrofurans and cyclopentenes by an intramolecular nitro cyclopropane ring expansion reaction. Mechanistic studies and DFT calculations are used to elucidate the key factors in this new ring expansion reaction, and the need for the nitro group on the cyclopropane. Expansion project: A new visible‐light photocatalytic strategy for the synthesis of enantioenriched dihydrofurans and cyclopentenes through a ring expansion process is presented. Mechanistic and computational studies rationalize the key factors of the reaction.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201703334