Issue 25, 2015

Gallium(III)- and calcium(II)-catalyzed Meyer–Schuster rearrangements followed by intramolecular aldol condensation or endo-Michael addition

Abstract

The first gallium- and calcium-catalyzed Meyer–Schuster rearrangements are described. Under substrate control, the incipient conjugated ketones can be trapped intramolecularly by β-keto esters or amides to yield cyclic products after aldol condensation or endo-Michael addition. An interesting additive effect that promotes the latter tandem process with calcium has been found.

Graphical abstract: Gallium(III)- and calcium(II)-catalyzed Meyer–Schuster rearrangements followed by intramolecular aldol condensation or endo-Michael addition

Supplementary files

Article information

Article type
Communication
Submitted
28 נוב 2014
Accepted
07 דצמ 2014
First published
08 דצמ 2014

Chem. Commun., 2015,51, 5318-5321

Gallium(III)- and calcium(II)-catalyzed Meyer–Schuster rearrangements followed by intramolecular aldol condensation or endo-Michael addition

M. Presset, B. Michelet, R. Guillot, C. Bour, S. Bezzenine-Lafollée and V. Gandon, Chem. Commun., 2015, 51, 5318 DOI: 10.1039/C4CC09514F

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