Organocatalyst Design for the Stereoselective Annulation towards Bicyclic Diketones and Analogues

Autor: Fabrizio Vetica, Fabiana Pandolfi, Luca Pettazzoni, Francesca Leonelli, Martina Bortolami
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Symmetry, Vol 14, Iss 2, p 355 (2022)
Druh dokumentu: article
ISSN: 2073-8994
DOI: 10.3390/sym14020355
Popis: The Wieland–Miescher ketone, Hajos–Parrish–Eder–Sauer–Wiechert ketone, and their analogues are bicyclic diketones essential as building blocks for the synthesis of several natural and bioactive molecules. For this reason, since 1971, when Hajos and Parrish and Eder, Sauer, and Wiechert reported the stereoselective synthesis of these compounds promoted by L-proline, numerous methodologies and organocatalysts have been studied over the years with the aim of identifying increasingly efficient asymmetrical syntheses of these bicyclic ketones. This review will outline the methodological and stereochemical features of the organocatalytic stereoselective synthesis of these bicyclic scaffolds based on the different organocatalysts employed from 1971 until today. Particular emphasis will be given to the structural features of the catalysts and to the reaction conditions.
Databáze: Directory of Open Access Journals
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