Cellulose recycling as a source of raw chirality

CORNE, VALERIA; BOTTA, MARÍA CELESTE; GIORDANO, ENRIQUE D; GIRI, GERMÁN; LLOMPART, DAVID; BIAVA, HERNÁN; SAROTTI, ARIEL; MANGIONE, MARÍA INÉS; MATA, ERNESTO G; SUAREZ, ALEJANDRA; SPANEVELLO, ROLANDO

PURE AND APPLIED CHEMISTRY

IUPAC

Año: 2013 vol. 85 p. 1683 - 1692

0033-4545

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