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Preparation of Acetals From Aldehydes and Alcohols Under Basic Conditions

Jakub Grabowski, Jarosław M Granda, Janusz Jurczak

Org Biomol Chem. 2018 May 2;16(17):3114-3120.

PMID: 29469910

Abstract:

A new, simple protocol for the synthesis of acetals under basic conditions from non-enolizable aldehydes and alcohols has been reported. Such reactivity is facilitated by a sodium alkoxide along with a corresponding trifluoroacetate ester, utilizing formation of sodium trifluoroacetate as a driving force for acetal formation. The usefulness of this protocol is demonstrated by its orthogonality with various acid-sensitive protecting groups and by good compatibility with functional groups, delivering synthetically useful acetals complementarily to the synthesis under acidic conditions from aldehydes and alcohols.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
ALP1673556405 SW203668 trifluoroacetate SW203668 trifluoroacetate 1673556-40-5 (free base) Price
ALP324780021 CBLC000 trifluoroacetate CBLC000 trifluoroacetate 324780-02-1 (free base) Price
AP2923184 Sodium trifluoroacetate Sodium trifluoroacetate 2923-18-4 Price
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