Visible-Light Photocatalytic Intramolecular Cyclopropane Ring Expansion

Javier Luis-Barrera; Víctor Laina-Martín; Thomas Rigotti; Francesca Peccati; Xavier Solans-Monfort; Mariona Sodupe; Rubén Mas-Ballesté; Marta Liras; José Alemán

doi:10.1002/anie.201703334

Visible-Light Photocatalytic Intramolecular Cyclopropane Ring Expansion

Javier Luis-Barrera, Víctor Laina-Martín, Thomas Rigotti, Francesca Peccati, Xavier Solans-Monfort, Mariona Sodupe, Rubén Mas-Ballesté, Marta Liras, José Alemán

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KGaA, Weinheim Es descriu aquí una nova estratègia fotocatalítica de llum visible per a la síntesi d'enantioenriquits dihidrofurans i ciclopentenes mitjançant reacció intramolecular d'expansió de l'anell del nitrociclopropà. S'utilitzen estudis mecanístics i càlculs DFT per aclarir els factors clau en aquesta nova reacció d'expansió de l'anell, així com la necessitat del grup nitro al ciclopropà. © 2017 Wiley-VCH Verlag GmbH

Idioma original	Anglès
Pàgines (de-a)	7826-7830
Revista	Angewandte Chemie - International Edition
Volum	56
Número	27
DOIs	https://doi.org/10.1002/anie.201703334
Estat de la publicació	Publicada - 1 de gen. 2017

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@article{165e7b60c9294cc1878159a51e6aa955,

title = "Visible-Light Photocatalytic Intramolecular Cyclopropane Ring Expansion",

abstract = "{\textcopyright} 2017 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim 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.",

keywords = "density functional calculations, photocatalysis, reaction mechanisms, ring expansion, small ring systems",

author = "Javier Luis-Barrera and V{\'i}ctor Laina-Mart{\'i}n and Thomas Rigotti and Francesca Peccati and Xavier Solans-Monfort and Mariona Sodupe and Rub{\'e}n Mas-Ballest{\'e} and Marta Liras and Jos{\'e} Alem{\'a}n",

year = "2017",

month = jan,

day = "1",

doi = "10.1002/anie.201703334",

language = "English",

volume = "56",

pages = "7826--7830",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Inc.",

number = "27",

}

TY - JOUR

T1 - Visible-Light Photocatalytic Intramolecular Cyclopropane Ring Expansion

AU - Luis-Barrera, Javier

AU - Laina-Martín, Víctor

AU - Rigotti, Thomas

AU - Peccati, Francesca

AU - Solans-Monfort, Xavier

AU - Sodupe, Mariona

AU - Mas-Ballesté, Rubén

AU - Liras, Marta

AU - Alemán, José

PY - 2017/1/1

Y1 - 2017/1/1

N2 - © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 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.

AB - © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 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.

KW - density functional calculations

KW - photocatalysis

KW - reaction mechanisms

KW - ring expansion

KW - small ring systems

UR - https://www.scopus.com/pages/publications/85021070864

U2 - 10.1002/anie.201703334

DO - 10.1002/anie.201703334

M3 - Article

SN - 1433-7851

VL - 56

SP - 7826

EP - 7830

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 27

ER -

Visible-Light Photocatalytic Intramolecular Cyclopropane Ring Expansion

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