Issue 17, 1992

Asymmetric induction mediated by an N–N chiral axis

Abstract

Reaction of 3-methylpentane-2,4-dione 11 with N-acetoxyaminoquinazolinone 6 gives an isolable enol 12, which is chiral by virtue of the high barrier to rotation around its N–N bond; protonation of the double bond occurs in glacial acetic acid to give a single diastereoisomer of keto-amide 13.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1992, 1256-1257

Asymmetric induction mediated by an N–N chiral axis

R. S. Atkinson, P. J. Edwards and G. A. Thomson, J. Chem. Soc., Chem. Commun., 1992, 1256 DOI: 10.1039/C39920001256

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