Pure Appl. Chem., 2013, Vol. 85, No. 8, pp. 1683-1692
http://dx.doi.org/10.1351/PAC-CON-12-11-10
Published online 2013-07-10
Cellulose recycling as a source of raw chirality
Abstract:
Modern organic chemistry requires easily obtainable chiral building blocks that show high chemical versatility for their application in the synthesis of enantiopure compounds. Biomass has been demonstrated to be a widely available raw material that represents the only abundant source of renewable organic carbon. Through the pyrolitic conversion of cellulose or cellulose-containing materials it is possible to produce levoglucosenone, a highly functionalized chiral structure. This compound has been innovatively used as a template for the synthesis of key intermediates of biologically active products and for the preparation of chiral auxiliaries, catalysts, and organocatalysts for their application in asymmetric synthesis.
Keywords
asymmetric synthesis; biomass; catalysts; cellulose; chiral auxiliaries; D-allal; levoglucosenone; organocatalysts.