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

doi:10.1007/s00706-004-0183-9

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

^*Korrespondierende/r Autor/-in für diese Arbeit

Institut für Biochemie

5 Zitate (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.

Originalsprache	Englisch
Zeitschrift	Monatshefte fur Chemie
Jahrgang	135
Ausgabenummer	11
Seiten (von - bis)	1427-1443
Seitenumfang	17
ISSN	0026-9247
DOIs	https://doi.org/10.1007/s00706-004-0183-9
Publikationsstatus	Veröffentlicht - 11.2004

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Forschungsschwerpunkt: Infektion und Entzündung - Zentrum für Infektions- und Entzündungsforschung Lübeck (ZIEL)

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Dieser Output leistet einen Beitrag zu folgendem(n) Ziel(en) für nachhaltige Entwicklung

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10.1007/s00706-004-0183-9

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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.",

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AU - Pumpor, Ksenia

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AU - Spengler, Jan

AU - Albericio, Fernando

AU - Burger, Klaus

PY - 2004/11

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AB - 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.

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

Abstract

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