Jump to main content
Jump to site search

Issue 29, 2012

A tripeptide-like prolinamide-thiourea as an aldol reaction catalyst

Author affiliations

Abstract

A tripeptide-like prolinamide-thiourea catalyst with (S)-proline, (1S,2S)-diphenylethylenediamine and (S)-di-tert-butyl aspartate as building blocks provides the products of the reaction between ketones and aromatic aldehydes in high to quantitative yields and high stereoselectivities (up to 99 : 1 dr and 99% ee). Both the chiral centers of the diamine unit are essential, while the thiourea hydrogen originating from the amine and the amide hydrogen play a predominant role for the catalyst efficiency.

Graphical abstract: A tripeptide-like prolinamide-thiourea as an aldol reaction catalyst

Supplementary files

Article information


Submitted
08 Apr 2012
Accepted
30 May 2012
First published
31 May 2012

Org. Biomol. Chem., 2012,10, 5613-5619
Article type
Paper

A tripeptide-like prolinamide-thiourea as an aldol reaction catalyst

S. Fotaras, C. G. Kokotos and G. Kokotos, Org. Biomol. Chem., 2012, 10, 5613 DOI: 10.1039/C2OB25693B

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

Search articles by author

Spotlight

Advertisements