An Enantioselective Synthesis of Voriconazole

作者:Tainura Keiji; Furutachi Makoto; Kurnagai Naoya*; Shibasaki Masakatsu
来源:Journal of Organic Chemistry, 2013, 78(22): 11396-11403.
DOI:10.1021/jo4019528

摘要

A new seven-step sequence to access voriconazole, a clinically used antifungal agent, was developed. The initial catalytic asymmetric cyanosilylation is the key to constructing the consecutive tetra- and trisubstituted stereogenic centers. The fluoropyrimidine unit frequently triggered unexpected side reactions, but careful amendment of the reaction sequence allowed for the concise enantioselective synthesis.

  • 出版日期2013-11-15