Enantioselective nitroaldol reaction catalyzed by sterically modified salen-chromium complexes

Rafał Kowalczyk; Piotr Kwiatkowski; Jacek Skarzewski; Janusz Jurczak

doi:10.1021/jo802107b

Enantioselective nitroaldol reaction catalyzed by sterically modified salen-chromium complexes

J Org Chem. 2009 Jan 16;74(2):753-6. doi: 10.1021/jo802107b.

Authors

Rafał Kowalczyk¹, Piotr Kwiatkowski, Jacek Skarzewski, Janusz Jurczak

Affiliation

¹ Department of Organic Chemistry, Faculty of Chemistry, Wrocław University of Technology, 50-370 Wrocław, Poland.

PMID: 19132945
DOI: 10.1021/jo802107b

Abstract

A group of modified (salen)Cr(III)Cl complexes with bulky benzylic substituents in the 3,3'-position of the salicylidene moiety have been successfully applied for the asymmetric nitroaldol reaction. The readily accessible complex bearing 3-phenylpent-3-yl groups (2 mol %) leads to beta-nitro alcohols in up to 92% yield and 94% ee.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Chromium / chemistry*
Ethylenediamines / chemistry*
Ketones / chemistry
Ligands
Organometallic Compounds / chemistry*
Stereoisomerism
Substrate Specificity

Substances

Ethylenediamines
Ketones
Ligands
Organometallic Compounds
Chromium
disalicylaldehyde ethylenediamine