Please use this identifier to cite or link to this item: http://nopr.niscair.res.in/handle/123456789/6788
Title: Electroreductive generation of (<i>S</i>)-(+)-N,N-dimethyl-2-(hydroxymethyl)- pyrrolidinium mercury compound for enantioselective synthesis of 2-amino-1-alkyl/aryl ethanols
Authors: Yadav, Ashok K
Manju, Meera
Keywords: Enantioselective synthesis
aminoalkyl/aryl ethanols
cathodic reduction
quaternary ammonium amalgams
Issue Date: Dec-2006
Publisher: CSIR
Series/Report no.: Int.Cl.<sup>8</sup>C07D
Abstract: (<i>S</i>)-(+)-N, N - Dimethyl-2-(hydroxymethyl)-pyrrolidinium (DMHP<sup>+</sup>)-mercury compound mediated enantioselective reduction of aminomethyl alkyl/aryl ketones in dimethyl­formamide-2-propanol (9:1) has been carried out using tetra­butylammonium tetrafluoroborate as a supporting electrolyte. The products viz. 2-amino-1-alkyl/aryl ethanols have been obtained in good yield (68-92%) with 35-91% optical purity and have been assigned (<i>S</i>)-configuration. The pinacol (racemic/meso) deri­vatives are also isolated as minor products (yield 5-20% ) via dimerization of radical anion followed by protonation.
Description: 2770-2772
URI: http://hdl.handle.net/123456789/6788
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.45B(12) December 2006]

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