Issue 3, 2002
From the journal:

Chemical Communications

Catalytic asymmetric synthesis of O-acetyl cyanohydrins from KCN, Ac2O and aldehydes

Yuri N. Belokon,*a   Andrey V. Gutnov,a   Margarita A. Moskalenko,a   Lidia V. Yashkina,a   Denis E. Lesovoy,b   Nicolai S. Ikonnikov,a   Vladimir S. Laricheva  and  Michael North*c  

* Corresponding authors

a A.N. Nesmeyanov Institute of Organo-Element Compounds Russian Academy of Sciences, Moscow, Vavilov 28, Russia
E-mail: yubel@ineos.ac.ru

b Higher Chemical College, Russian Academy of Sciences, Moscow, Miusskaya pl. 9, Russia

c Department of Chemistry, King′s College Strand, London, UK
E-mail: Michael.north@kcl.ac.uk

Abstract

A (salen)titanium catalyst has been found to induce the asymmetric addition of potassium cyanide and acetic anhydride to aldehydes, giving enantiomerically enriched cyanohydrin esters with up to 92% enantiomeric excess using just 1 mol% of the catalyst. This is the first report of the asymmetric synthesis of cyanohydrin derivatives using a cyanide source which is non-volatile and inexpensive.

Graphical abstract: Catalytic asymmetric synthesis of O-acetyl cyanohydrins from KCN, Ac2O and aldehydes

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/B110335K
Article type
Communication
Submitted
13 Nov 2001
Accepted
07 Dec 2001
First published
09 Jan 2002

Chem. Commun., 2002, 244-245

Permissions

Request permissions

Catalytic asymmetric synthesis of O-acetyl cyanohydrins from KCN, Ac2O and aldehydes

Y. N. Belokon, A. V. Gutnov, M. A. Moskalenko, L. V. Yashkina, D. E. Lesovoy, N. S. Ikonnikov, V. S. Larichev and M. North, Chem. Commun., 2002, 244 DOI: 10.1039/B110335K

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