Direct asymmetric reduction of levulinic acid to gamma-valerolactone: synthesis of a chiral platform moleculeElectronic supplementary information (ESI) available. See DOI: 10.1039/c5gc01099c

Levulinic acid was directly converted to optically active ( S )-gamma-valerolactone, a proposed biomass-based chiral platform molecule. By using a SEGPHOS ligand-modified ruthenium catalyst in methanol as a co-solvent, eventually, 100% chemoselectivity, and 82% enantioselectivity were achieved. The...

Full description

Saved in:
Bibliographic Details
Main Authors: Tukacs, József M, Fridrich, Bálint, Dibó, Gábor, Székely, Edit, Mika, László T
Format: Article
Language:English
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Levulinic acid was directly converted to optically active ( S )-gamma-valerolactone, a proposed biomass-based chiral platform molecule. By using a SEGPHOS ligand-modified ruthenium catalyst in methanol as a co-solvent, eventually, 100% chemoselectivity, and 82% enantioselectivity were achieved. The effect of the catalyst composition and reaction parameters on the activity and selectivity was investigated in detail. The conversion of a "real" biomass derived levulinic acid to optically active GVL without decreasing the enantioselectivity was also demonstrated. Biomass-originated levulinic acid was directly converted to optically active ( S )-gamma-valerolactone, a proposed biomass-based chiral platform molecule.
ISSN:1463-9262
1463-9270
DOI:10.1039/c5gc01099c