Issue 10, 2021

Conjugated ynones in catalytic enantioselective reactions

Abstract

Conjugated ynones are easily accessible feedstock and the existence of an alkyne bond endows ynones with different attractive reactivities, thus making them unique substrates for catalytic asymmetric reactions. Their compatibility under organocatalytic, metal-catalyzed as well as cooperative catalytic conditions has resulted in numerous enantioselective transformations. Importantly, conjugated ynones can act as nucleophiles or electrophiles, and serve as easily accessed synthons for different cyclization pathways. This review summarizes the recent literature examples of the catalytic reactions of conjugated ynones and related compounds such as alkyne conjugated α-ketoesters, and classifies these reaction types alongside mechanistic insights whenever possible. We aim to trigger more intensive research in the future to render the asymmetric transformation of ynones as a common and reliable tool for asymmetric synthesis.

Graphical abstract: Conjugated ynones in catalytic enantioselective reactions

Article information

Article type
Review Article
Submitted
17 Dec 2020
Accepted
01 Feb 2021
First published
10 Feb 2021

Org. Biomol. Chem., 2021,19, 2110-2145

Conjugated ynones in catalytic enantioselective reactions

L. Wang, H. Zhu, T. Peng and D. Yang, Org. Biomol. Chem., 2021, 19, 2110 DOI: 10.1039/D0OB02521F

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