Total synthesis and antifungal activity of 9-methoxystrobilurin L as the originally proposed 1,4-benzodioxan structure

Total synthesis of both enantiomers of 9-methoxystrobilurin L as the origin ally proposed 1,4-benzodioxan structure was successfully achieved. The H-1 and C-13 NMR spectra of synthesized 9-methoxystrobilurin L were compared wi th those of a naturally-occurring sample. lt was strongly indicated that na turally-occurring 9-methoxystrobilurin L has not the originally reported 1, 4-benzodioxan structure but a 1,5-benzodioxepin structure, the same as prev iously reported 9-methoxystrobilurin K. Antifungal activities of the synthe sized compounds toward several typical fungi were also examined, and they w ere less active than 9-methoxystrobilurin K. (C) 2001 Elsevier Science Ltd. All rights reserved.