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Visible‐Light Photocatalytic Intramolecular Cyclopropane Ring Expansion
Author(s) -
LuisBarrera Javier,
LainaMartín Víctor,
Rigotti Thomas,
Peccati Francesca,
SolansMonfort Xavier,
Sodupe Mariona,
MasBallesté Rubén,
Liras Marta,
Alemán José
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201703334
Subject(s) - cyclopropane , intramolecular force , ring (chemistry) , photocatalysis , nitro , photochemistry , chemistry , visible spectrum , catalysis , materials science , stereochemistry , organic chemistry , optoelectronics , alkyl
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.