Total Syntheses of Perenniporides
Masao Morita1, Ken Ohmori1, Keisuke Suzuki1
1Department of Chemistry, Tokyo Institute of Technology , O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
Organic Letters
|November 12, 2015
Abstract:
The total syntheses of perenniporide A (1) and related compounds have been achieved. Starting from 1,3,5-trifluorobenzene (9), difluorodienone 6 was obtained by oxidative dearomatization, which served as a platform for the high-pressure cycloaddition and for the introduction of the C3-methoxy group. The synthesis allowed access to the natural congeners 2 and 3, enabling assignment of the absolute structures of these natural products.
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