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

TY - JOUR

T1 - Highly stereoselective, cobalt(III)-directed Mannich additions in water yielding a-methylamino acid products

AU - Oerum, Stephanie

AU - Krabbe, Peter

AU - Schau-Magnussen, Magnus

AU - Furbo, Søren

AU - Bendix, Jesper

AU - Hammershøi, Anders

PY - 2013/1/7

Y1 - 2013/1/7

N2 - Highly stereoselective and rapid (<1 min) addition reactions to the imine double bond of 2-(methylimino)acetate complexes [L4Co(O 2CCHNCH3)]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]NHCH 3)]ZnCl4 and rac-(Δ*-RC*- SN*)-[Co(en)2(O2CCH[CH 2COCH3]NHCH3)]ZnCl4, were established by X-ray diffraction.

AB - Highly stereoselective and rapid (<1 min) addition reactions to the imine double bond of 2-(methylimino)acetate complexes [L4Co(O 2CCHNCH3)]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]NHCH 3)]ZnCl4 and rac-(Δ*-RC*- SN*)-[Co(en)2(O2CCH[CH 2COCH3]NHCH3)]ZnCl4, were established by X-ray diffraction.

U2 - 10.1039/c2dt32250a

DO - 10.1039/c2dt32250a

M3 - Journal article

C2 - 23168834

SN - 1477-9226

VL - 42

SP - 292

EP - 298

JO - Dalton Transactions (Print Edition)

JF - Dalton Transactions (Print Edition)

IS - 1

ER -