Issue 9, 2011

Mannich–Michael versus formal aza-Diels–Alder approaches to piperidine derivatives

Abstract

A review into the aza-Diels–Alder reaction, mainly concentrating on literature examples that form piperidin-4-ones from the reaction of imines and electron rich dienes or enones, either through a Lewis acidic/Brønsted acid approach or through the use of an organocatalyst. This review questions whether the mechanism of the aza-Diels–Alder reaction is step wise as opposed to concerted when using oxygenated dienes.

Graphical abstract: Mannich–Michael versus formal aza-Diels–Alder approaches to piperidine derivatives

Article information

Article type
Perspective
Submitted
08 Nov 2010
First published
09 Mar 2011

Org. Biomol. Chem., 2011,9, 3105-3121

Mannich–Michael versus formal aza-Diels–Alder approaches to piperidine derivatives

P. R. Girling, T. Kiyoi and A. Whiting, Org. Biomol. Chem., 2011, 9, 3105 DOI: 10.1039/C0OB00996B

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