TY - JOUR ID - 1356 TI - Total Synthesis of Epothilone D: The Nerol/Macroaldolization Approach JO - J. Org. Chem. PY - 2013 SP - 10588-10595 AU - Wessjohann, L. A. AU - Scheid, G. O. AU - Eichelberger, U. AU - Umbreen, S. AU - VL - 78 UR - DO - 10.1021/jo401355r AB - A highly convergent and stereocontrolled synthesis of epothilone D (4) is reported. Key features are a cheap and Z-selective synthesis of the northern half based on nerol and acetoacetate and chromium(II)-mediated Reformatsky reactions as a powerful tool for chemoselective asymmetric carbon–carbon bond formations, including an unusual stereospecific macroaldolization. A2 - C1 - Bioorganic Chemistry ER -