Synthesis 2022; 54(21): 4646-4660
DOI: 10.1055/a-1892-5473
short review

Recent Advances in Transition-Metal-Catalyzed Asymmetric Functionalization of Enamides

Yang Xi
,
Yifeng Chen
This work was supported by NSFC/China (22171079), Natural Science Foundation of Shanghai (21ZR1480400), Shanghai Rising-Star Program (20QA1402300), Shanghai Municipal Science and Technology Major Project (Grant No. 2018SHZDZX03), the Program of Introducing Talents of Discipline to Universities (B16017), the Fundamental Research Funds for the Central Universities (222201717003).


Abstract

Enamides, as prefunctionalized electron-rich heteroatom-substituted alkenes represent a powerful platform to synthesize useful nitrogen-containing natural products and bioactive molecules. This review discloses recent progress in the transition-metal-catalyzed enantioselective functionalization of enamides, including the Heck reaction, hydrofunctionalization, and difunctionalization, with a focus on the general scope, current limitations, stereochemical reaction control, and mechanistic aspects.

1 Introduction

2 Asymmetric Heck Reaction of Enamides

3 Asymmetric Hydrofunctionalization of Enamides

3.1 Nickel Catalysis

3.2 Copper Catalysis

3.3 Rhodium Catalysis

3.4 Iridium Catalysis

4 Asymmetric Difunctionalization of Enamides

4.1 Palladium Catalysis

4.2 Nickel Catalysis

4.3 Copper Catalysis

5 Summary and Outlook



Publikationsverlauf

Eingereicht: 04. Juni 2022

Angenommen nach Revision: 05. Juli 2022

Accepted Manuscript online:
05. Juli 2022

Artikel online veröffentlicht:
18. August 2022

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