Molecules 2012, 17(12), 13864-13878; doi:10.3390/molecules171213864
Article

Efficient Preparation of α-Ketoacetals

Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas del IPN, Prol. de Carpio y Plan de Ayala S/N, Col. Santo Tomás, Deleg. Gustavo A. Madero, México, DF 11340, Mexico
* Author to whom correspondence should be addressed.
Received: 22 October 2012; in revised form: 31 October 2012 / Accepted: 19 November 2012 / Published: 22 November 2012
(This article belongs to the Section Organic Synthesis)
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Abstract: The Weinreb amides 2a,b were prepared from the α,α-dimethoxyacetic acids 1c,d. A number of representative nucleophilic additions (RMgX and RLi) on 2 afforded α-ketoacetals 3aj in 70–99% yield. These compounds represent a versatile arrangement of functional groups of significant synthetic value, as demonstrated in the synthesis of (±)-salbutamol.
Keywords: α,α-dimethoxyacids; Weinreb amide; Grignard reagents; α-ketoacetals; salbutamol

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MDPI and ACS Style

Ayala-Mata, F.; Barrera-Mendoza, C.; Jiménez-Vázquez, H.A.; Vargas-Díaz, E.; Zepeda, L.G. Efficient Preparation of α-Ketoacetals. Molecules 2012, 17, 13864-13878.

AMA Style

Ayala-Mata F, Barrera-Mendoza C, Jiménez-Vázquez HA, Vargas-Díaz E, Zepeda LG. Efficient Preparation of α-Ketoacetals. Molecules. 2012; 17(12):13864-13878.

Chicago/Turabian Style

Ayala-Mata, Francisco; Barrera-Mendoza, Citlalli; Jiménez-Vázquez, Hugo A.; Vargas-Díaz, Elena; Zepeda, L. G. 2012. "Efficient Preparation of α-Ketoacetals." Molecules 17, no. 12: 13864-13878.

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