The application of iminium catalysis to the challenging Morita–Baylis–Hillman reaction on cyclopenten-2-one leads to the corresponding allylic alcohols in excellent yields. Experimental evidence shows that secondary amines act as co-catalysts activating the enone moiety towards the nucleophilic attack at the β-position by DABCO as the Lewis base catalyst, resulting in an augmented nucleophilic character towards the reaction with aldehydes.

Dual Iminium- and Lewis Base Catalyzed Morita-Baylis-Hillman Reaction on Cyclopent-2-enone / Innocenti, Riccardo; Menchi, Gloria; Trabocchi, Andrea*. - In: SYNLETT. - ISSN 0936-5214. - STAMPA. - 29:(2018), pp. 820-824. [https://doi.org/10.1055/s-0036-1591521]

Dual Iminium- and Lewis Base Catalyzed Morita-Baylis-Hillman Reaction on Cyclopent-2-enone

Innocenti, Riccardo;Menchi, Gloria;Trabocchi, Andrea
2018

Abstract

The application of iminium catalysis to the challenging Morita–Baylis–Hillman reaction on cyclopenten-2-one leads to the corresponding allylic alcohols in excellent yields. Experimental evidence shows that secondary amines act as co-catalysts activating the enone moiety towards the nucleophilic attack at the β-position by DABCO as the Lewis base catalyst, resulting in an augmented nucleophilic character towards the reaction with aldehydes.
2018
29
820
824
Goal 3: Good health and well-being for people
Innocenti, Riccardo; Menchi, Gloria; Trabocchi, Andrea*
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Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/1141326
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