Synthesis 2023; 55(11): 1642-1651
DOI: 10.1055/a-1924-2564
short review
Special Issue dedicated to Prof. Cristina Nevado, recipient of the 2021 Dr. Margaret Faul Women in Chemistry Award

Catalytic Dienylation: An Emergent Strategy for the Stereoselective Construction of Conjugated Dienes and Polyenes

Jasimuddin Ahmed
,
Graham C. Haug
,
Viet D. Nguyen
,
Arka Porey
,
Ramon Trevino
,
This work was supported by the National Institute of General Medical Sciences (GM134371) and the Welch Foundation (AX-0047).


Abstract

Stereoselective construction of conjugated dienes and polyenes has remained an enduring synthetic problem owing to the central roles these compounds play in natural product synthesis, methodology, and medicine. This review focuses on recent developments in dienylation as an emerging strategy for the direct installation of unsaturated four-carbon units of conjugated π-systems, outlining the regio- and stereoselectivity, as well as the synthetic scope of reactions with various dienylating reagents and the mechanistic implications of the catalytic cross-coupling processes that are used to enable dienylation.

1 Introduction

2 Sulfolenes

3 1,3-Dienes

4 Small-Ring Dienylation Reagents

5 Pyrones, Alkynes, and Homoallenylboronates

6 Conclusion and Outlook



Publication History

Received: 30 July 2022

Accepted after revision: 15 August 2022

Accepted Manuscript online:
15 August 2022

Article published online:
25 October 2022

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