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

10 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

UN SDGs

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

SDG 3 – Gesundheit und Wohlergehen

Strategische Forschungsbereiche und Zentren

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

Dokumente

10.1007/s00706-004-0183-9

Weitere Links

Link to publication in Scopus

Zitieren

@article{3f1313172c6a40b9bd5e35eec543ad6b,

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

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.",

author = "Ksenia Pumpor and Elisabeth Windeisen and Jan Spengler and Fernando Albericio and Klaus Burger",

year = "2004",

month = nov,

doi = "10.1007/s00706-004-0183-9",

language = "English",

volume = "135",

pages = "1427--1443",

journal = "Monatshefte fur Chemie",

issn = "0026-9247",

publisher = "Springer",

number = "11",

}

TY - JOUR

T1 - Hexafluoroacetone as a protecting and activating reagent. Regioselective esterification of aspartic, malic, and thiomalic acid

AU - Pumpor, Ksenia

AU - Windeisen, Elisabeth

AU - Spengler, Jan

AU - Albericio, Fernando

AU - Burger, Klaus

PY - 2004/11

Y1 - 2004/11

N2 - 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.

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.

UR - https://www.scopus.com/pages/publications/11144316824

U2 - 10.1007/s00706-004-0183-9

DO - 10.1007/s00706-004-0183-9

M3 - Journal articles

AN - SCOPUS:11144316824

SN - 0026-9247

VL - 135

SP - 1427

EP - 1443

JO - Monatshefte fur Chemie

JF - Monatshefte fur Chemie

IS - 11

ER -

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

Abstract

UN SDGs

Strategische Forschungsbereiche und Zentren

Dokumente

Weitere Links

Fingerprint

Zitieren