TY - JOUR AU - Hayoz, Pascal AU - Aeby, Anton AU - Pasquier, Cecile AU - Neier, Reinhard PY - 1993/06/30 Y2 - 2024/03/29 TI - A Novel Synthesis of rac-5-(Hydroxymethyl)-1-(Tetrahydro-2'-oxofur-3'-yl)-1H-pyrrole-2-carboxaldehyde JF - CHIMIA JA - Chimia VL - 47 IS - 6 SE - Forschung DO - 10.2533/chimia.1993.230 UR - https://www.chimia.ch/chimia/article/view/1993_230 SP - 230 AB - <p>A novel six-step synthesis of <em>rac</em>-5-(hydroxymethyl)-1-(tetrahydro-2'-oxo-fur-3'-yl)-1H-pyrrole-2-carboxaldehyde (<em>rac</em>-<strong>1</strong>) starting from 2-methylfuran has been developed. The key step is the formation of <em>rac</em>-2-methyl-1-(tetrahydro-2'-oxofur-3'- yl)-1H-pyrrole (<em>rac</em>-<strong>7</strong>) according to the <em>Clauson-Kaas</em> procedure. Subsequent <em>Vilsmeier</em> formylation, oxidation with lead tetraacetate, and enzymatic hydrolysis led to <em>rac</em>-<strong>1</strong>.</p> ER -