Issue 24, 2024

Fe-BPsalan complex catalyzed asymmetric vinylogous Mukaiyama–Michael reaction of silyloxyfuran and α,β-unsaturated acyl imidazoles with high enantioselectivity and diastereoselectivity

Abstract

An efficient iron catalyzed asymmetric vinylogous Mukaiyama–Michael reaction of silyloxyfuran and α,β-unsaturated acyl imidazoles was developed to afford chiral γ-butenolide derivatives (25 examples) in moderate to good yields (up to 98%) and with excellent stereoselectivities (up to >20 : 1 dr and 99% ee). The reaction was easily scaled up with high efficiency and excellent selectivities retained.

Graphical abstract: Fe-BPsalan complex catalyzed asymmetric vinylogous Mukaiyama–Michael reaction of silyloxyfuran and α,β-unsaturated acyl imidazoles with high enantioselectivity and diastereoselectivity

Supplementary files

Article information

Article type
Research Article
Submitted
18 Hag 2024
Accepted
09 Onk 2024
First published
12 Onk 2024

Org. Chem. Front., 2024,11, 7114-7120

Fe-BPsalan complex catalyzed asymmetric vinylogous Mukaiyama–Michael reaction of silyloxyfuran and α,β-unsaturated acyl imidazoles with high enantioselectivity and diastereoselectivity

G. Li, Y. Zhou, Z. Xu and C. Che, Org. Chem. Front., 2024, 11, 7114 DOI: 10.1039/D4QO01529K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements