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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Review Article

Applications of Tandem Diels–Alder/Sigmatropic Rearrangement Reactions to Natural Product Synthesis

Author(s): Reinhard Neier and Ewa Banach

Volume 20, Issue 22, 2016

Page: [2326 - 2357] Pages: 32

DOI: 10.2174/1385272820666160331234505

Price: $65

Abstract

In this non-comprehensive review a selection of tandem processes combining sigmatropic rearrangement with Diels–Alder reactions is presented. The synthetic utility of these two transformations is indisputable as they can lead to complex natural products in an efficient and selective way. Most of the examples presented here have been chosen in view of their application to natural products synthesis. The emphasis of the discussion is put on the illustration of new strategic disconnections becoming accessible thanks to tandem processes.

Keywords: Diels–Alder, cycloaddition, sigmatropic rearrangements, tandem cascade, tactical combination, retrosynthesis.

Graphical Abstract


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