Explore the words cloud of the FRESCO project. It provides you a very rough idea of what is the project "FRESCO" about.
The following table provides information about the project.
Coordinator |
UNIVERSITY OF BRISTOL
Organization address contact info |
Coordinator Country | United Kingdom [UK] |
Project website | http://www.chm.bris.ac.uk/org/aggarwal/ |
Total cost | 2˙436˙379 € |
EC max contribution | 2˙436˙379 € (100%) |
Programme |
1. H2020-EU.1.1. (EXCELLENT SCIENCE - European Research Council (ERC)) |
Code Call | ERC-2014-ADG |
Funding Scheme | ERC-ADG |
Starting year | 2015 |
Duration (year-month-day) | from 2015-10-01 to 2020-09-30 |
Take a look of project's partnership.
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1 | UNIVERSITY OF BRISTOL | UK (BRISTOL) | coordinator | 2˙436˙379.00 |
The creation of new molecular entities and subsequent exploitation of their properties is central to a broad spectrum of research disciplines from medicine to materials but progress has been limited by the difficulties associated with chemical synthesis. We are now proposing a fundamentally new strategy, which has the potential to revolutionise how we conduct complex organic synthesis. The basic C–C bond-forming step involves the reaction of a lithiated carbamate with a boronic ester to give a homologated boronic ester with complete stereocontrol. Furthermore, the reaction shows >98% efficiency in most cases and can be conducted iteratively and in one pot (up to 9 iterations has been demonstrated with full stereocontrol). We will now extend this methodology to more functionalised carbamates as this will enable the rapid synthesis of polypropionates, which are amongst the most important classes of biologically active molecules. The robust methodology is now ripe for transfer to the solid phase as this will enable the preparation of libraries of these molecules. Through applying our assembly-line-synthesis methodology to complex molecules with diverse structures, we will demonstrate its scope, robustness, and full potential. The methodology enables stereochemistry to be ‘dialled in’ to a carbon chain, which in turn controls the conformation and we will exploit this feature in the shape-selective synthesis of molecules. We will explore how the sense of helical chirality of these molecules can be switched (M to P) just with light. We will target helical molecules with specific groups at specific places for optimum binding to disrupt protein–protein interactions involved in cancer. Finally, our methodology provides ready access to a family of building blocks that represent common repeat units found in polyketides. By combining these building blocks iteratively using lithiation-borylation, we should be able to rapidly and reliably prepare complex natural products.
year | authors and title | journal | last update |
---|---|---|---|
2020 |
Johan A. Pradeilles, Siying Zhong, Márton Baglyas, György Tarczay, Craig P. Butts, Eddie L. Myers, Varinder K. Aggarwal Odd–even alternations in helical propensity of a homologous series of hydrocarbons published pages: , ISSN: 1755-4330, DOI: 10.1038/s41557-020-0429-0 |
Nature Chemistry | 2020-04-15 |
2019 |
Jingjing Wu, Phillip S. Grant, Xiabing Li, Adam Noble, Varinder K. Aggarwal Catalystâ€Free Deaminative Functionalizations of Primary Amines by Photoinduced Singleâ€Electron Transfer published pages: 5697-5701, ISSN: 1433-7851, DOI: 10.1002/anie.201814452 |
Angewandte Chemie International Edition 58/17 | 2020-04-15 |
2019 |
Charlotte H. U. Gregson, Venkataraman Ganesh, Varinder K. Aggarwal Strain Release of Donor–Acceptor Cyclopropyl Boronate Complexes published pages: 3412-3416, ISSN: 1523-7060, DOI: 10.1021/acs.orglett.9b01152 |
Organic Letters 21/9 | 2020-04-15 |
2019 |
Jingjing Wu, Robin M. Bär, Lin Guo, Adam Noble, Varinder K. Aggarwal Photoinduced Deoxygenative Borylations of Aliphatic Alcohols published pages: 18830-18834, ISSN: 1433-7851, DOI: 10.1002/anie.201910051 |
Angewandte Chemie International Edition 58/52 | 2020-04-15 |
2019 |
Chao Shu, Adam Noble, Varinder K. Aggarwal Photoredoxâ€Catalyzed Cyclobutane Synthesis by a Deboronative Radical Addition–Polar Cyclization Cascade published pages: 3870-3874, ISSN: 1433-7851, DOI: 10.1002/anie.201813917 |
Angewandte Chemie International Edition 58/12 | 2020-04-15 |
2020 |
Riccardo S. Mega, Vincent K. Duong, Adam Noble, Varinder K. Aggarwal Decarboxylative Conjunctive Crossâ€coupling of Vinyl Boronic Esters using Metallaphotoredox Catalysis published pages: 4375-4379, ISSN: 1433-7851, DOI: 10.1002/anie.201916340 |
Angewandte Chemie International Edition 59/11 | 2020-04-15 |
2019 |
Alexander Fawcett, Tobias Biberger, Varinder K. Aggarwal Carbopalladation of C–C σ-bonds enabled by strained boronate complexes published pages: 117-122, ISSN: 1755-4330, DOI: 10.1038/s41557-018-0181-x |
Nature Chemistry 11/2 | 2020-04-15 |
2019 |
Daniel Kaiser, Adam Noble, Valerio Fasano, Varinder K. Aggarwal 1,2-Boron Shifts of β-Boryl Radicals Generated from Bis-boronic Esters Using Photoredox Catalysis published pages: 14104-14109, ISSN: 0002-7863, DOI: 10.1021/jacs.9b07564 |
Journal of the American Chemical Society 141/36 | 2020-04-15 |
2019 |
Alexander Fawcett, Amna Murtaza, Charlotte H. U. Gregson, Varinder K. Aggarwal Strain-Release-Driven Homologation of Boronic Esters: Application to the Modular Synthesis of Azetidines published pages: 4573-4578, ISSN: 0002-7863, DOI: 10.1021/jacs.9b01513 |
Journal of the American Chemical Society 141/11 | 2020-04-15 |
2017 |
Varinder Aggarwal, Roly Armstrong 50 Years of Zweifel Olefination: A Transition-Metal-Free Coupling published pages: 3323-3336, ISSN: 0039-7881, DOI: 10.1055/s-0036-1589046 |
Synthesis 49/15 | 2019-07-05 |
2017 |
Daniel J. Blair, Damiano Tanini, Joseph M. Bateman, Helen K. Scott, Eddie L. Myers, Varinder K. Aggarwal Selective uni- and bidirectional homologation of diborylmethane published pages: 2898-2903, ISSN: 2041-6520, DOI: 10.1039/C6SC05338F |
Chem. Sci. 8/4 | 2019-07-05 |
2018 |
Jingjing Wu, Lin He, Adam Noble, Varinder K. Aggarwal Photoinduced Deaminative Borylation of Alkylamines published pages: 10700–10704, ISSN: 0002-7863, DOI: 10.1021/jacs.8b07103 |
Journal of the American Chemical Society 140 | 2019-07-05 |
2017 |
Teerawut Bootwicha, Julian M. Feilner, Eddie L. Myers, Varinder K. Aggarwal Iterative assembly line synthesis of polypropionates with full stereocontrol published pages: , ISSN: 1755-4330, DOI: 10.1038/nchem.2757 |
Nature Chemistry | 2019-07-05 |
2016 |
D. J. Blair, S. Zhong, M. J. Hesse, N. Zabaleta, E. L. Myers, V. K. Aggarwal Full chirality transfer in the synthesis of hindered tertiary boronic esters under in situ lithiation–borylation conditions published pages: 5289-5292, ISSN: 1359-7345, DOI: 10.1039/C6CC00536E |
Chem. Commun. 52/30 | 2019-07-05 |
2018 |
Adam Noble, Riccardo S. Mega, Daniel Pflästerer, Eddie L. Myers, Varinder K. Aggarwal Visible-Light-Mediated Decarboxylative Radical Additions to Vinyl Boronic Esters: Rapid Access to γ-Amino Boronic Esters published pages: 2155-2159, ISSN: 1433-7851, DOI: 10.1002/anie.201712186 |
Angewandte Chemie International Edition 57/8 | 2019-07-05 |
2017 |
Alexander Fawcett, Johan Pradeilles, Yahui Wang, Tatsuya Mutsuga, Eddie L. Myers, Varinder K. Aggarwal Photoinduced decarboxylative borylation of carboxylic acids published pages: 283-286, ISSN: 0036-8075, DOI: 10.1126/science.aan3679 |
Science 357/6348 | 2019-07-05 |
2017 |
James R. Smith, Beatrice S. L. Collins, Matthew J. Hesse, Mark A. Graham, Eddie L. Myers, Varinder K. Aggarwal Enantioselective Rhodium(III)-Catalyzed Markovnikov Hydroboration of Unactivated Terminal Alkenes published pages: 9148-9151, ISSN: 0002-7863, DOI: 10.1021/jacs.7b05149 |
Journal of the American Chemical Society 139/27 | 2019-07-05 |
2018 |
Oleksandr Zhurakovskyi, Yunus E. Türkmen, Lorenz E. Löffler, Vijayalakshmi A. Moorthie, C. Chun Chen, Michael A. Shaw, Mark R. Crimmin, Marco Ferrara, Mushtaq Ahmad, Mehrnoosh Ostovar, Johnathan V. Matlock, Varinder K. Aggarwal Enantioselective Synthesis of the Cyclopiazonic Acid Family Using Sulfur Ylides published pages: 1346-1350, ISSN: 1433-7851, DOI: 10.1002/anie.201712065 |
Angewandte Chemie International Edition 57/5 | 2019-07-05 |
2017 |
Giorgia Casoni, Murat Kucukdisli, James M. Fordham, Matthew Burns, Eddie L. Myers, Varinder K. Aggarwal α-Sulfinyl Benzoates as Precursors to Li and Mg Carbenoids for the Stereoselective Iterative Homologation of Boronic Esters published pages: 11877-11886, ISSN: 0002-7863, DOI: 10.1021/jacs.7b05457 |
Journal of the American Chemical Society 139/34 | 2019-07-05 |
2018 |
Mattia Silvi, Raffael Schrof, Adam Noble, Varinder K. Aggarwal Enantiospecific Three-Component Alkylation of Furan and Indole published pages: 4279-4282, ISSN: 0947-6539, DOI: 10.1002/chem.201800527 |
Chemistry - A European Journal 24/17 | 2019-07-05 |
2017 |
Cristina GarcÃa-Ruiz, Jack L.-Y. Chen, Christopher Sandford, Kathryn Feeney, Paula Lorenzo, Guillaume Berionni, Herbert Mayr, Varinder K. Aggarwal Stereospecific Allylic Functionalization: The Reactions of Allylboronate Complexes with Electrophiles published pages: 15324-15327, ISSN: 0002-7863, DOI: 10.1021/jacs.7b10240 |
Journal of the American Chemical Society 139/43 | 2019-07-05 |
2017 |
Beatrice S. L. Collins, Claire M. Wilson, Eddie L. Myers, Varinder K. Aggarwal Asymmetric Synthesis of Secondary and Tertiary Boronic Esters published pages: 11700-11733, ISSN: 1433-7851, DOI: 10.1002/anie.201701963 |
Angewandte Chemie International Edition 56/39 | 2019-07-05 |
2017 |
Jingjing Wu, Paula Lorenzo, Siying Zhong, Muhammad Ali, Craig P. Butts, Eddie L. Myers, Varinder K. Aggarwal Synergy of synthesis, computation and NMR reveals correct baulamycin structures published pages: 436-440, ISSN: 0028-0836, DOI: 10.1038/nature23265 |
Nature 547/7664 | 2019-07-05 |
2017 |
Claire M. Wilson, Venkataraman Ganesh, Adam Noble, Varinder K. Aggarwal Enantiospecific sp 2 -sp 3 Coupling of ortho - and para -Phenols with Secondary and Tertiary Boronic Esters published pages: 16318-16322, ISSN: 1433-7851, DOI: 10.1002/anie.201710777 |
Angewandte Chemie International Edition 56/51 | 2019-07-05 |
2017 |
Christopher Sandford, Varinder K. Aggarwal Stereospecific functionalizations and transformations of secondary and tertiary boronic esters published pages: 5481-5494, ISSN: 1359-7345, DOI: 10.1039/C7CC01254C |
Chem. Commun. 53/40 | 2019-07-05 |
2018 |
Oleksandr Zhurakovskyi, Rafael M. P. Dias, Adam Noble, Varinder K. Aggarwal Stereo- and Regiocontrolled Methylboration of Terminal Alkynes published pages: 3136-3139, ISSN: 1523-7060, DOI: 10.1021/acs.orglett.8b01252 |
Organic Letters 20/10 | 2019-07-05 |
2017 |
Stefan Aichhorn, Raphael Bigler, Eddie L. Myers, Varinder K. Aggarwal Enantiospecific Synthesis of ortho -Substituted Benzylic Boronic Esters by a 1,2-Metalate Rearrangement/1,3-Borotropic Shift Sequence published pages: 9519-9522, ISSN: 0002-7863, DOI: 10.1021/jacs.7b05880 |
Journal of the American Chemical Society 139/28 | 2019-07-05 |
2018 |
Alba Millán, Pablo D. Grigol Martinez, Varinder K. Aggarwal Stereocontrolled Synthesis of Polypropionate Fragments based on a Building Block Assembly Strategy using Lithiation-Borylation Methodologies published pages: 730-735, ISSN: 0947-6539, DOI: 10.1002/chem.201704946 |
Chemistry - A European Journal 24/3 | 2019-07-05 |
2018 |
Rory C. Mykura, Simon Veth, Ana Varela, Lydia Dewis, Joshua J. Farndon, Eddie L. Myers, Varinder K. Aggarwal Investigation of the Deprotonative Generation and Borylation of Diamine-Ligated α-Lithiated Carbamates and Benzoates by in Situ IR spectroscopy published pages: 14677-14686, ISSN: 0002-7863, DOI: 10.1021/jacs.8b06871 |
Journal of the American Chemical Society 140/44 | 2019-04-18 |
2018 |
Varinder Aggarwal, Chloe Tillin, Raphael Bigler, Renata Calo-Lapido, Beatrice Collins, Adam Noble Complex Boron-Containing Molecules through a 1,2-Metalate Rearrangement/anti-S N 2′ Elimination/Cycloaddition Reaction Sequence published pages: , ISSN: 0936-5214, DOI: 10.1055/s-0037-1610389 |
Synlett | 2019-04-18 |
2018 |
Roly J. Armstrong, Meganathan Nandakumar, Rafael M. P. Dias, Adam Noble, Eddie L. Myers, Varinder K. Aggarwal Enantiodivergent Synthesis of Allenes by Point-to-Axial Chirality Transfer published pages: 8203-8208, ISSN: 1433-7851, DOI: 10.1002/anie.201804446 |
Angewandte Chemie International Edition 57/27 | 2019-04-18 |
2018 |
Venkataraman Ganesh, Adam Noble, Varinder K. Aggarwal Chiral Aniline Synthesis via Stereospecific C(sp 3 )–C(sp 2 ) Coupling of Boronic Esters with Aryl Hydrazines published pages: 6144-6147, ISSN: 1523-7060, DOI: 10.1021/acs.orglett.8b02615 |
Organic Letters 20/19 | 2019-04-18 |
2018 |
Chao Shu, Riccardo S. Mega, Björn J. Andreassen, Adam Noble, Varinder K. Aggarwal Synthesis of Functionalized Cyclopropanes from Carboxylic Acids by a Radical Addition-Polar Cyclization Cascade published pages: 15430-15434, ISSN: 1433-7851, DOI: 10.1002/anie.201808598 |
Angewandte Chemie International Edition 57/47 | 2019-04-18 |
2018 |
Belén Rubial, Beatrice S. L. Collins, Raphael Bigler, Stefan Aichhorn, Adam Noble, Varinder Kumar Aggarwal Enantiospecific Synthesis of ortho-Substituted 1,1-Diarylalkanes by a 1,2-Metalate Rearrangement/anti-SN2\' Elimination/Rearomatizing Allylic Suzuki-Miyaura Reaction Sequence published pages: , ISSN: 1433-7851, DOI: 10.1002/anie.201811343 |
Angewandte Chemie International Edition | 2019-04-18 |
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