Details

Autor(en) / Beteiligte

• Ivšić, Trpimir
• Hameršak, Zdenko

Titel

Inversion of enantioselectivity in quinine-mediated desymmetrization of glutaric meso-anhydrides

Ist Teil von

• Tetrahedron: asymmetry, 2009-06, Vol.20 (10), p.1095-1098

Ort / Verlag

Elsevier Ltd

Erscheinungsjahr

2009

Link zum Volltext

Quelle

Elsevier ScienceDirect Journals Complete

Beschreibungen/Notizen

• An unexpected inversion of enantioselectivity, dependent on the degree of quinine loading, was observed during the desymmetrization of glutaric meso-anhydrides. Decrease in catalyst loading from 1.6 equiv to 0.1 equiv caused a clear inversion of stereochemistry—from about 40% ee of ( R)-configuration to about 40% ee of the opposite enantiomer. The effect of various carboxylic acid additives was also studied.