Wharton-Fragmentation-Based Approach to the Carbocyclic Core of the Phomoidrides

Murphy, Graham K.; Hama, Naoto; Bedermann, Aaron; Dong, Ping; Schneider, Chris M.; McMahon, Travis C.; Tao, Ran N.; Twenter, Barry M.; Spiegel, David A.; Wood, John L.

doi:10.1021/ol302011b.s001

ol302011b_si_001.pdf (6.04 MB)

Wharton-Fragmentation-Based Approach to the Carbocyclic Core of the Phomoidrides

journal contribution

posted on 2012-09-07, 00:00 authored by Graham K. Murphy, Naoto Hama, Aaron Bedermann, Ping Dong, Chris M. Schneider, Travis C. McMahon, Ran N. Tao, Barry M. Twenter, David A. Spiegel, John L. Wood

The carbocyclic core of the phomoidrides has been synthesized efficiently and in high yield. Key steps include a phenolic oxidation/intramolecular Diels–Alder sequence, tandem radical cyclization, and a late-stage Wharton fragmentation of a densely functionalized isotwistane skeleton.