A visiblelight mediated threecomponent radical process using. This strategy has found application in chemical synthesis and. Sara cuadros, phd student under the supervision of prof. The research domain of chemical sciences is growing at a phenomenal pace. S1 multiple approaches to enantiopure spirocyclic benzofuranones using organocatalytic cascade reactions carlo cassani,a xu tian,a eduardo c. The photochemical activity of electron donoracceptor eda complexes provides a way to generate radicals under mild conditions. Enantioselective organocatalytic alkylation of aldehydes. Catalan institution for research and advanced studies, pg. Paolo melchiorre senior software engineer 20tab srl. Jerome blanchet university of caen lcmt, france dr. Heteroaryl bromides nurtalya alandini, luca buzzetti. The board of trustees is the senior body with regard. Rovira i virgili urv, iciq offers the phd programmes chemical science and technology and technologies for nanosystems, bioengineering and energy. Paolo tecilla university of trieste paolo scrimin, university of padova giorgio modena.
Please join us for our 2nd edition at 2pm cet on april 22nd, 2020 for three 25 minute presentations by paolo melchiorre iciq, tarragona, cristina nevado. Mar 20, 2017 europe pmc is an archive of life sciences journal literature. Visiblelight excitation of iminium ions enables the enantioselective catalytic. Stoltz, california institute of technology, pasadena, ca usa. Paolo melchiorre was born in 1973 in camerino, italy. Studies on the enantioselective iminium ion trapping of.
With an economic endowment worth 150,000, lightcoat aims to provide a new class of photoinitiators, which will be able to trigger polymerization reactions at room temperature and using visible light. Photochemical generation of radicals from alkyl electrophiles. Hepburn a and paolo melchiorre ab a iciq institute of chemical research of catalonia, the barcelona institute of science and technology, av. Nora hofmann until july sandeep kandukuri until oct. Bronsted acidcatalysed conjugate addition of photochemically generated. Multiple approaches to enantiopure spirocyclic benzofuranones. Paolo melchiorre istituto italiano di tecnologia iit genova. Organocatalytic strategies to stereoselectively trap. In 2003, paolo worked as a postdoctoral associate with professor giuseppe bartoli.
Opening awards ceremony giorgio modena award lectures. Aminocatalytic enantioselective 1,6 additions of alkyl thiols. He now works as a postdoctoral researcher at the university of oxford uk in the group of veronique gouverneur. Mechanistic studies in photocatalysis buzzetti 2019. Paolo melchiorre institute of chemical research of. Pdf photoorganocatalytic enantioselective radical cascade. Research supported by the iciq foundation, mineco project ctq2045938p, sev20319, the agaur 2014 sgr 1059, and the european research council erc 681840 catalux cbc seminar announcement professor paolo melchiorre institute of chemical research of catalonia enantioselective photoorganocatalysis. General information the 1h and c nmr spectra were recorded at 400 mhz and 500 mhz for 1h or at 100 mhz and 125 mhz for c, respectively.
May 06, 2015 photoorganocatalytic enantioselective perfluoroalkylation of. The recipient of this award delivers a lecture and receives a commemorative medal in an. In september 2009 paolo joined the institute of chemical research of catalonia iciq in tarragona as an icrea catalan institution of research and advanced studies professor and iciq group leader. Carbon types were determined from dept c nmr experiments. Asymmetric photocatalytic ch functionalization of toluene. Jurberg, carlo cassani, and paolo melchiorre, iciq. Radical route for the synthesis of chiral molecules. Carlos afonso university of rouen cobra, france dr. New catalytic methods for the synthesis of relevant molecules through the activation of inert entities.
The process combines the oxidative power of a chiral excitedstate iminium ion and the basic nature of its counteranion to trigger the generation of benzylic radicals by means of a sequential multisite. Paolo ha indicato 14 esperienze lavorative sul suo profilo. Paolo melchiorre, iciq group leader has been awarded a european research council erc proof of concept grant for the development of the lightcoat project. October 2007 assistant professor ricercatore at bologna university alma mater studiorum bologna italy dept. Paolo melchiorre reported herein is a visiblelightmediated organocatalytic direct ch functionalization of toluene derivatives to afford enantioenriched. Jun 17, 2019 apply online with the following documents. Our goal is to make available to iciq s staff the resources and tools necessary to carry out an inclusive science for a. The ones marked may be different from the article in the profile. Visiblelight triggered the photoinduced generation of iodomethyl carbonyl radicals, able to cyclopropanate a wide array of styrenes with excellent chemoselectivity a editors choice paolo melchiorre. An operationally simple and broadly applicable novel cyclopropanation of styrenes using gemdiiodomethyl carbonyl reagents has been developed.
Escuderoadan,a and paolo melchiorrea,b a iciq institute of chemical research of catalonia, av. A combination of electrochemical, spectroscopic, computational, and kinetic studies has been used to elucidate the key mechanistic aspects of the previously reported enantioselective iminium ion trapping of photochemically generated carboncentered radicals. An important goal of modern organic chemistry is to develop new catalytic strategies for enantioselective carboncarbon bond formation that can be used to. Pdf document this is the author accepted manuscript aam. Alkylation of enals mattia silvi, charlie verrier, yannick rey, luca buzzetti and paolo melchiorre. Paolo melchiorre iciq, institut catala dinvestigacio quimica, es. Jun 29, 2016 herein we describe our efforts to elucidate the key mechanistic aspects of the previously reported enantioselective photochemical. This cited by count includes citations to the following articles in scholar. Murphy, and paolo melchiorre iciq institute of chemical research of catalonia, av. Here, we show that primary amine catalysis provides an efficient way to address this synthetic issue, promoting vinylogous. Paolo melchiorre organocatalysiscatalysis mediated by small chiral organic moleculesis a powerful technology for enantioselective synthesis, and has extensive applications in traditional ionic. Reported herein is a visiblelightmediated organocatalytic direct ch functionalization of toluene derivatives to afford enantioenriched. Paolo melchiorre organocatalysis, photocatalysis, kilian muniz activation and transformation of nitrogen compounds and vladimir v.
European journal of organic chemistry wiley online library. Spectroscopic conformational analyses were crucial to understanding how the. Aug 16, 2018 the photochemical activity of electron donoracceptor eda complexes provides a way to generate radicals under mild conditions. Herein we describe our efforts to elucidate the key mechanistic aspects of the previously reported enantioselective photochemical. Aminocatalytic enantioselective 1,6 additions of alkyl. Europe pmc is an archive of life sciences journal literature. Enantioselective organocatalytic alkylation of aldehydes and enals driven by the direct photoexcitation of enamines mattia silvi, elena arceo, igor d. The final published version version of record is available online. Radical route for the synthesis of chiral molecules 14 april 2016 prof.
Asymmetric catalytic formation of quaternary carbons by. Sep 22, 2014 we have found that an organic molecule as simple as p. Apr, 2016 an important goal of modern organic chemistry is to develop new catalytic strategies for enantioselective carboncarbon bond formation that can be used to generate quaternary stereogenic centres. Erc proof of concept grant awarded to paolo melchiorre.
Photochemical processes considerably enrich the modern synthetic repertoire, offering a potent way to build complex organic frameworks 1. Photoorganocatalytic enantioselective perfluoroalkylation. Enantioselective radical conjugate additions driven by a. Miller, yale university, new haven, ct usa cristina nevado, university of zurich, zurich switzerland kyoko nozaki, university of tokyo, tokyo japan melanie sanford, university of michigan, ann arbor, mi usa brian m. Please join us for our 2nd edition at 2pm cet on april 22nd, 2020 for three 25minute presentations by paolo melchiorre iciq, tarragona, cristina nevado. Natures inherent chirality requires us to create when. Specifically, the 1,6 addition of alkyl thiols to substituted cyclic dienones was catalyzed by a cinchona.
It is necessary to organize symposia and conferences on various aspects of it at regular. Disclosed herein is a photochemical organocatalytic strategy for the direct enantioselective mannichtype reaction of 2alkylbenzophenones and cyclic imines. Our goal is to make available to iciq s staff the resources and tools necessary to carry out an inclusive science for a sustainable society. Dedicated to professor dieter enders on the occasion of his 70 th birthday. We have found that an organic molecule as simple as p. For a long time, because of its high reactivity and fleeting nature, a could not be trapped in a stereosel. Direct asymmetric vinylogous michael addition of cyclic.590 216 825 1070 1323 71 933 75 647 538 1396 60 1045 598 1477 324 185 1034 962 689 337 1488 200 1095 574 140 811 546 1509 520 690 859 1072 965 1395 1143 740