Synthesis 2024; 56(05): 701-713
DOI: 10.1055/s-0040-1720086
review

The Electrocyclization of Heptatrienyl Anions

Samira Komijani
,
This work was generously supported by the Natural Sciences and Engineering Research Council of Canada through a Discovery Grant.


We dedicate this review to Professor Andrew E. Greene for his many contributions to organic synthesis.

Abstract

The thermal electrocyclization of heptatrienyl anions is reviewed. We begin with a succinct background on the importance of cycloheptane rings in complex molecules and a brief survey of approaches to their synthesis. We also review the fundamental aspects of this electrocyclization manifold, relying on the Woodward–Hoffmann rules for pericyclic chemistry. Then we survey the literature, covering the burst of discovery in the late 1960s and early 1970s, and the more sporadic reports in from the 1990s to the present day.

1 Introduction

2 The Electrocyclization of Heptatrienyl Anions

3 Discovery and Early Development (1964–1975)

4 Recent Developments (1996–2023)

5 Concluding Remarks



Publication History

Received: 27 June 2023

Accepted after revision: 28 July 2023

Article published online:
20 September 2023

© 2023. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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