Issue 18, 1983

Azo anions in synthesis. t-Butylhydrazones as acyl-anion equivalents

Abstract

The lithium salts of aldehyde t-butylhydrazones react with electrophiles (aldehydes, ketones, alkyl halides) to form C-trapped t-butylazo compounds; isomerisation and hydrolysis gave α-hydroxy ketones and ketones in good yields, thereby providing a convenient new acyl-anion equivalent.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1983, 1040-1041

Azo anions in synthesis. t-Butylhydrazones as acyl-anion equivalents

R. M. Adlington, J. E. Baldwin, J. C. Bottaro and M. W. D. Perry, J. Chem. Soc., Chem. Commun., 1983, 1040 DOI: 10.1039/C39830001040

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.

Spotlight

Advertisements