Inverse-Electron-Demand Diels-Alder Reactions of 2-Pyrones: Bridged Lactones and Beyond.

Inverse-Electron-Demand Diels-Alder Reactions of 2-Pyrones: Bridged Lactones and Beyond.
Chemistry. 2020 Oct 21;:
Authors: Huang G, Kouklovsky C, de la Torre A
Abstract
Inverse-electron-demande Diels-Alder (IEDDA) reactions of electron-poor 2-pyrones as electrophilic dienes have been extensively studied in the past fifty years. These reactions provide and efficient access to bridged bicyclic lactones and their derivatives, such as densely functionalized 1,3-cyclohexadienes after CO 2 extrusion and polysubstituted aromatic compounds through elimination. This reaction has been used for the synthesis of many biologically active natural products and drug candidates. In this review, the developments of these IEDDA reactions including non-catalytic, Lewis acid-catalyzed and organocatalytic IEDDA reactions, and their applications in total synthesis are discussed in detail.
PMID: 33085124 [PubMed - as supplied by publisher]

Source: Chemistry - October 21, 2020 Category: Chemistry Authors: Huang G, Kouklovsky C, de la Torre A Tags: Chemistry Source Type: research