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Molecules 2008, 13(4), 716-728; doi:10.3390/molecules13040716
Article

An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity

,
*  and
Department de Organic Chemistry, Universitat de València, Dr. Moliner 50, 46100 Burjassot, Spain
* Author to whom correspondence should be addressed.
Received: 10 March 2008 / Revised: 26 March 2008 / Accepted: 26 March 2008 / Published: 27 March 2008
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Abstract

Addition of carboxylic acid dianions to bromoacetonitrile lead, in good yields,to the corresponding γ-cyanoacids, which on hydrogenation yielded γ-aminoacids. Thistwo step methodology improves upon previously described results. Poor e.e’s resultedfrom our attempts to drive the enantioselectivity of this transformation by chiral amideinduction.
Keywords: GABA; γ-aminoacids; bromoacetonitrile; enediolate; regioselectivity. GABA; γ-aminoacids; bromoacetonitrile; enediolate; regioselectivity.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Gil, S.; Parra, M.; Rodríguez, P. An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity. Molecules 2008, 13, 716-728.

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