Synthesis 2019; 51(08): 1753-1769
DOI: 10.1055/s-0037-1612254
short review
© Georg Thieme Verlag Stuttgart · New York

Halonium-Induced Polyene Cyclizations

Agathe C. A. D’Hollander
,
Laure Peilleron
,
Tatyana D. Grayfer
,
Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Univ. Paris-Saclay, 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette, France   Email: Kevin.cariou@cnrs.fr
› Author Affiliations
CNRS, ICSN, Labex Lermit (ANR grant ANR-10-LABX-33 under the program Investissements D’Avenir ANR-11-IDEX-0003-01) and University Paris Saclay.
Further Information

Publication History

Received: 18 December 2018

Accepted after revision: 18 January 2019

Publication Date:
20 March 2019 (online)


These authors contributed equally

Abstract

This review covers the methods that chemists have developed to access halogenated polycyclic structures from polyenes, by emulating Nature’s enzymatic machineries. From pioneering studies to the most recent developments, the different strategies, whether based on the use of standard reagents or on the design of specific ones, will be presented. Finally, asymmetric reactions and applications for the total synthesis of natural products will be exposed.

1 Introduction

2 Pioneering Studies

3 Use of Specific Reagents

4 Use of N-Haloamides

5 Asymmetric Reactions

6 Total Synthesis of Halogenated Natural Products

7 Conclusion and Perspectives