Hexafluoroacetone as a protecting and activating reagent. Regioselective esterification of aspartic, malic, and thiomalic acid

Ksenia Pumpor, Elisabeth Windeisen, Jan Spengler, Fernando Albericio*, Klaus Burger

*Corresponding author for this work
5 Citations (Scopus)

Abstract

Hexafluoroacetone reacts with α-functionalized α,β- dicarboxy acids like aspartic, malic, and thiomalic acid to give exclusively five-membered lactones. The β-carboxylic groups remain unaffected and can be derivatized separately. They can be linked i.a. to orthogonal protecting groups or multivalent alcohols like pentaerythritol to give synthetically valuable building blocks.

Original languageEnglish
JournalMonatshefte fur Chemie
Volume135
Issue number11
Pages (from-to)1427-1443
Number of pages17
ISSN0026-9247
DOIs
Publication statusPublished - 11.2004

Research Areas and Centers

  • Academic Focus: Center for Infection and Inflammation Research (ZIEL)

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