Issue 1, 2013
From the journal:

Dalton Transactions

Highly stereoselective, cobalt(iii)-directed Mannich additions in water yielding α-methylamino acid products†

Stephanie Oerum,a   Peter Krabbe,a   Magnus Schau-Magnussen,a   Søren Furbo,a   Jesper Bendixa  and  Anders Hammershøi*a  

* Corresponding authors

a Department of Chemistry, University of Copenhagen, DK-2100 Copenhagen Ø, Denmark
E-mail: anders@kiku.dk
Tel: +45 3532 0110

Abstract

Highly stereoselective and rapid (<1 min) addition reactions to the imine double bond of 2-(methylimino)acetate complexes [L4Co(O2CCH[double bond, length as m-dash]NCH3)]2+ [L4 = (en)2 (7), (tren) (11)] were achieved in aqueous solution with nitromethane, ethyl 3-oxobutanoate or diethyl malonate. The molecular structures of two product complexes, rac-(Δ*-RC*-SN*)-[Co(en)2(O2CCH[CH2NO2]NHCH3)]ZnCl4 and rac-(Δ*-RC*-SN*)-[Co(en)2(O2CCH[CH2COCH3]NHCH3)]ZnCl4, were established by X-ray diffraction.

Graphical abstract: Highly stereoselective, cobalt(iii)-directed Mannich additions in water yielding α-methylamino acid products

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Article information

DOI
https://doi.org/10.1039/C2DT32250A
Article type
Paper
Submitted
25 Sep 2012
Accepted
02 Nov 2012
First published
06 Nov 2012

Dalton Trans., 2013,42, 292-298

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Highly stereoselective, cobalt(III)-directed Mannich additions in water yielding α-methylamino acid products

S. Oerum, P. Krabbe, M. Schau-Magnussen, S. Furbo, J. Bendix and A. Hammershøi, Dalton Trans., 2013, 42, 292 DOI: 10.1039/C2DT32250A

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