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

doi:10.3390/molecules13040716

This article is

freely available
re-usable

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

Article

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

Salvador Gil, Margarita Parra* and Pablo Rodríguez

Department de Organic Chemistry, Universitat de València, Dr. Moliner 50, 46100 Burjassot, Spain

* Author to whom correspondence should be addressed.

Received: 10 March 2008; in revised form: 26 March 2008 / Accepted: 26 March 2008 / Published: 27 March 2008

Download PDF Full-Text [74 KB, uploaded 1 October 2008 09:18 CEST]

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.

Article Statistics

Click here to load and display the download statistics.

Cite This Article

MDPI and ACS Style

Gil, S.; Parra, M.; Rodríguez, P. An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity. Molecules 2008, 13, 716-728.

AMA Style

Gil S, Parra M, Rodríguez P. An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity. Molecules. 2008; 13(4):716-728.

Chicago/Turabian Style

Gil, Salvador; Parra, Margarita; Rodríguez, Pablo. 2008. "An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity." Molecules 13, no. 4: 716-728.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert