Double asymmetric hydrogenation of conjugated dienes: a self-breeding chirality route for C 2 symmetric 1,4-diols

The synthesis and double asymmetric hydrogenation of (Z,Z)-1,3-diene-1,4-diyl diacetates is described. In this reaction C2/meso ratios up to 85 : 15 and enantioselectivities up to 97% ee have been achieved. As the hydrogenation products can be converted into chiral 1,4-diols, key starting materials...

Full description

Saved in:
Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 55; no. 6; pp. 786 - 789
Main Authors León, Félix, Francos, Javier, López-Serrano, Joaquín, García-Garrido, Sergio E, Cadierno, Victorio, Pizzano, Antonio
Format Journal Article
LanguageEnglish
Published England 15.01.2019
Online AccessGet full text

Cover

More Information
Summary:The synthesis and double asymmetric hydrogenation of (Z,Z)-1,3-diene-1,4-diyl diacetates is described. In this reaction C2/meso ratios up to 85 : 15 and enantioselectivities up to 97% ee have been achieved. As the hydrogenation products can be converted into chiral 1,4-diols, key starting materials for the preparation of the best catalysts used, this catalytic system enables a self-breeding chirality process.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc09391a