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Efficient preparation of α-ketoacetals.


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 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.

SUBMITTER: Ayala-Mata F 

PROVIDER: S-EPMC6268805 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature

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Efficient preparation of α-ketoacetals.

Ayala-Mata Francisco F   Barrera-Mendoza Citlalli C   Jiménez-Vázquez Hugo A HA   Vargas-Díaz Elena E   Zepeda L Gerardo LG  

Molecules (Basel, Switzerland) 20121122 12


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. ...[more]

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