Synthesis and biological evaluation of 10-benzyloxy-Narciclasine
Vincenzo Ticli1, Zhenze Zhao2, Liqin Du2
1Department of Chemistry, Brock University, 1812 Sir Isaac Brock Way, St. Catharines, ON, L2R 3A1, Canada.
Abstract:
A chemoenzymatic convergent synthesis of 10-benzyloxy narciclasine from bromobenzene was accomplished in 16 steps. The key transformations included toluene dioxygenase-mediated hydroxylation, nitroso Diels-Alder reaction and intramolecular Heck cyclization. The unnatural derivative of narciclasine was subjected to biological evaluation and its activity was compared to other C-10 and C-7 compounds prepared previously.
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