Visible‐Light Photocatalytic Intramolecular Cyclopropane Ring Expansion

• DOI: 10.1002/anie.201703334
• Publication Date: 2017-05-10T14:05:30Z
• Authors: Javier Luis‐Barrera; Víctor Laina‐Martín; Thomas Rigotti; Francesca Peccati; Xavier Solans‐Mon...; Mariona Sodupe; Rubén Mas‐Ballesté; Marta Liras; José Alemán
• Keywords: small ring systems; reaction mechanisms; ring expansion; density functional calculations; Química; photocatalysis; 01 natural sciences; 0104 chemical sciences

AbstractDescribed 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.