Pinkerton David M, Banwell Martin G, Willis Anthony C
Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 0200, Australia.
Org Lett. 2009 Oct 1;11(19):4290-3. doi: 10.1021/ol9016657.
The enantiomerically pure and readily available metabolites 10-12 have been converted over four simple steps into the epoxyquinol derivatives 22-24, respectively. Compounds 23 and 24 or their immediate precursors have been exploited in efficient total syntheses of (-)-bromoxone (ent-1), (-)-epiepoformin (ent-2), (-)-harveynone (4), (+)-panepophenanthrin (6), and (+)-hexacyclinol (9).
对映体纯且易于获得的代谢物10 - 12已分别通过四个简单步骤转化为环氧喹诺衍生物22 - 24。化合物23和24或其直接前体已被用于高效全合成(-)-溴氧酮(对映体-1)、(-)-表环氧福明(对映体-2)、(-)-哈维诺酮(4)、(+)-泛表菲环素(6)和(+)-六环醇(9)。