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.
KW - Branched depsipeptides
KW - Branched peptides
KW - Hexafluoroacetone
KW - Peptidomimetics
KW - Polyester
UR - https://www.scopus.com/pages/publications/11144316824
U2 - 10.1007/s00706-004-0183-9
DO - 10.1007/s00706-004-0183-9
M3 - Artículo
AN - SCOPUS:11144316824
SN - 0026-9247
VL - 135
SP - 1427
EP - 1443
JO - Monatshefte fur Chemie
JF - Monatshefte fur Chemie
IS - 11
ER -