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Isothiourea-catalysed enantioselective radical conjugate addition under batch and flow conditions

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Rio_Rodriguez_2022_CC_Enantioselective_CC.pdf (2.855Mb)
Date
04/07/2022
Author
del Río-Rodríguez, Roberto
Westwood, Matthew
Sicignano, Marina
Juhl, Martin
Fernández-Salas, Jose A.
Alemán, José
Smith, Andrew D.
Keywords
QD Chemistry
DAS
MCC
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Abstract
The photocatalytic generation of α-amino radicals is combined with chiral isothiourea derived α,β-unsaturated acyl ammonium intermediates. The reaction proceeds via a [3+2] radical-polar crossover mechanism to generate γ-lactams in good yields and enantioselectivities. The enantioselective radical conjugate addition was carried out under batch and flow conditions.
Citation
del Río-Rodríguez , R , Westwood , M , Sicignano , M , Juhl , M , Fernández-Salas , J A , Alemán , J & Smith , A D 2022 , ' Isothiourea-catalysed enantioselective radical conjugate addition under batch and flow conditions ' , Chemical Communications , vol. 58 , no. 52 , pp. 7277-7280 . https://doi.org/10.1039/D2CC02432B
Publication
Chemical Communications
Status
Peer reviewed
DOI
https://doi.org/10.1039/D2CC02432B
ISSN
1359-7345
Type
Journal article
Rights
Copyright © 2022 The Author(s). Open Access. This article is licensed under aCreative Commons Attribution 3.0 Unported Licence.
Description
Financial support was provided by the Spanish Government (RTI2018-095038-B-I00), “Comunidad de Madrid” for European Structural Funds (S2018/NMT-4367) and proyectos sinergicos I+D (Y2020/NMT-6469). J. A. F.-S. thanks the Spanish Government for a Ramón y Cajal contract. The research leading to these results has received funding from the EaSI-CAT centre for Doctoral Training (M.T.W) and Carlsberg Foundation (M.J.).
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  • University of St Andrews Research
URI
http://hdl.handle.net/10023/25526

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