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Asymmetric Additions Empowered by OrganoCatalysts, Metal Catalysts, and Natural...

Carreiro, Elisabete; Burke, Anthony; Hermann, Gesine; Federsel, H.-J.

This article is a history of an industrial–academic partnership that started almost two decades ago and details the evolution of a relationship between a small academic research group and a spin-out company located in Portugal. Their activities have ranged from the development of new metal-based catalytic systems for asymmetric epoxidations, allylic alkylations, and arylations to the development of novel cincho...


Stereoselective Catalytic Synthesis of Bioactive Compounds in Natural Deep Eute...

Carreiro, Elisabete; Burke, Anthony; Hermann, Gesine; Federsel, H.-J.

Deep eutectic solvents (DESs) are a mixture of two or more components, and at a particular composition, they become liquids at room temperature. When the compounds that constitute the DESs are primary metabolites namely, amino acids, organic acids, sugars, or choline derivatives, the DESs are called natural deep eutectic solvents (NADESs). NADESs fully represent green chemistry principles. These solvents are hi...


Asymmetric Additions Empowered by OrganoCatalysts, Metal Catalysts, and Deep Na...

Carreiro, Elisabete; Burke, Anthony; Federsel, H.-J.; Hermann, Gesine

This article is a history of an industrial−academic partnership that started almost two decades ago and details the evolution of a relationship between a small academic research group and a spin-out company located in Portugal. Their activities have ranged from the development of new metal-based catalytic systems for asymmetric epoxidations, allylic alkylations, and arylations to the development of novel cincho...


Sustainable OrganoCatalyzed Enantioselective Catalytic Michael Additions in Bet...

Carreiro, Elisabete; Fonseca, Daniela; Amorim, Catarina; Ramalho, JP Prates; Hermann, Gesine; Federsel , Hans-Jürgen; Duarte, Ana Rita; Burke, AJ

The organocatalyst cinchonidine-squaramide was immobilized within three different deep eutectic solvents (DESs): betaine:D-sorbitol:water, betaine: D-xylitol:water, and betaine:D-mannitol:water and evaluated in a well-known asymmetric Michael addition. These reactions provided excellent yields (up to 99%) and enantioselectivities (up to 98%) using only 1 mol% of organocatalyst. It was also possible to achieve 9...


Immobilization of Functionalized epi-Cinchonine Organocatalysts on Controlled P...

Carreiro, Elisabete; Amorim, Ana; Fonseca, Daniela; Burke, Anthony; Hermann, Gesine; Federsel, H-J

A well-known squaramide-cinchonine organocatalyst was immobilized in a controlled way onto three types of commercial porous glass beads EziG™ (EziG OPAL, EziG Amber, and EziG Coral) and applied in asymmetric Michael reactions. The performance of the immobilized catalysts was evaluated under batch and continuous-flow conditions, showing promising results in both approaches. In batch reactions, 0.8 and 1.6 mol% o...


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