Publications de Sophie Lucie Racine

Lewis acid Catalyzed Annulations of Donor-Acceptor Aminocyclopropanes and Aminocyclobutanes

Organic molecules are indispensable have greatly contributed to the confort of our modern life. Nevertheless, humanity is facing now new challenges such as environmental issues and emerging drug resistances. In order to solve these major concerns, chemists ...

EPFL2016

Divergent Reactivity of Thioalkynes in Lewis Acid Catalyzed Annulations with Donor-Acceptor Cyclopropanes

Rosario Scopelliti, Jérôme Waser, Sophie Lucie Racine, Bence Márton Hegedüs

Efficient methods for the convergent synthesis of (poly) cyclic scaffolds are urgently needed in synthetic and medicinal chemistry. Herein, we describe new annulation reactions of thioalkynes with phthalimide-substituted donor-acceptor cyclopropanes, which ...

Wiley-Blackwell2016

Nucleoside Analogues: Synthesis from Strained Rings

Jérôme Waser, Sophie Lucie Racine, Jérémy Vuilleumier

Nucleoside analogues are widely employed as bioactive compounds against cancer and viral infections. Consequently, it is important to develop efficient synthetic methods to access them with high efficiency and structural diversity. Herein, we present a ful ...

Wiley-V C H Verlag Gmbh2016

1-Alkynyltriazenes as Functional Analogues of Ynamides

Kay Severin, Rosario Scopelliti, Jérôme Waser, Gregor Kiefer, Loïc Nicolas Jeanbourquin, Florian Gérald Abela, Sophie Lucie Racine, Daniele Perrotta

The chemical reactivity of 1-alkynyltriazenes has been investigated and is found to parallel the reactivity of ynamides. The similarity in reactivity of these two classes of compounds is demonstrated by addition reactions with acids, by cycloaddition react ...

Wiley-Blackwell2015

[4+2]-Annulations of Aminocyclobutanes

Jérôme Waser, Florian Patrick Marie Daniel De la Barre De Nanteuil, Sophie Lucie Racine, Jérémy Vuilleumier, Daniele Perrotta

The first [4 + 2]-annulation between aminocyclobutanes and aldehydes to access tetrahydropyranyl amines is reported. With phthalimido cyclobutane dicarboxylates and aromatic aldehydes, tetrahydropyrans were obtained in 53-92% yield and 3:1-17:1 dr using sc ...

American Chemical Society2015

Taming Hypervalent Bonds and Strained Rings for Catalysis and Synthesis

Jérôme Waser, Florian Patrick Marie Daniel De la Barre De Nanteuil, Sophie Lucie Racine, Maria Victoria Vita, Yifan Li, Reto Frei, Eloísa Sofía Serrano Robledo

Improving the synthesis of complex organic molecules is essential for progress in many fields such as medicine, agrochemicals or materials. Since 2007, our laboratory has been focusing on the development of non-classical bond disconnections based on the us ...

2014

Synthesis of (Carbo) nucleoside Analogues by [3+2] Annulation of Aminocyclopropanes

Jérôme Waser, Florian Patrick Marie Daniel De la Barre De Nanteuil, Sophie Lucie Racine, Eloísa Sofía Serrano Robledo

(Carbo) nucleoside derivatives constitute an important class of pharmaceuticals, yet there are only few convergent methods to access new analogues. Here, we report the first synthesis of thymine-, uracil-, and 5-fluorouracil-substituted diester donor-accep ...

Wiley-Blackwell2014