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Toward the synthesis of phomoidride D

…, DA Spiegel, IM McDonald, N Taniguchi…

文献索引:Murphy, Graham K.; Shirahata, Tatsuya; Hama, Naoto; Bedermann, Aaron; Dong, Ping; McMahon, Travis C.; Twenter, Barry M.; Spiegel, David A.; McDonald, Ivar M.; Taniguchi, Nobuaki; Inoue, Munenori; Wood, John L. Journal of Organic Chemistry, 2013 , vol. 78, # 2 p. 477 - 489

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被引用次数: 11

摘要

An efficient and highly stereoselective approach toward the phomoidride family of natural products is described. The carbocyclic core structure was assembled using a tandem phenolic oxidation/Diels–Alder cycloaddition and a tandem 5-exo-trig/5-exo-trig radical cyclization to deliver an isotwistane intermediate that, upon a late-stage xanthate-initiated Grob fragmentation, furnishes the requisite bicyclo [4.3. 1] decene.