Efficient preparation of α-ketoacetals.

Molecules

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.

Published: November 2012

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 3a-j in 70-99% yield. These compounds represent a versatile arrangement of functional groups of significant synthetic value, as demonstrated in the synthesis of (±)-salbutamol.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268805PMC
http://dx.doi.org/10.3390/molecules171213864DOI Listing

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