恩美因型天然产物的发散性全合成：(-)-恩美因、(-)-异紫杉宁和(-)-獐牙菜苦苷 R。
Divergent Total Syntheses of Enmein-Type Natural Products: (-)-Enmein, (-)-Isodocarpin, and (-)-Sculponin R.
机构信息
Department of Chemistry, University of Chicago, 5735 S Ellis Ave, Chicago, IL, 60637, USA.
Department of Chemistry, University of Texas at Austin, 2506 Speedway STOP A5300, TX, 78712, USA.
出版信息
Angew Chem Int Ed Engl. 2018 May 22;57(21):6333-6336. doi: 10.1002/anie.201803709. Epub 2018 Apr 26.
Divergent total syntheses of the enmein-type natural products (-)-enmein, (-)-isodocarpin, and (-)-sculponin R have been achieved in a concise fashion. Key features of the strategy include 1) an efficient early-stage cage formation to control succeeding diastereoselectivity, 2) a one-pot acylation/akylation/lactonization to construct the C-ring and C8 quarternary center, 3) a reductive alkenylation approach to construct the enmain D/E rings and 4) a flexible route to allow divergent syntheses of three natural products.
已实现了恩美因型天然产物（-）-恩美因、（-）-异紫杉脂素和（-）-海鞘酮 R 的发散性全合成，该策略的关键特点包括：1）有效的早期笼状形成以控制后续的非对映选择性，2）一锅法酰化/烷化/内酯化构建 C 环和 C8 季碳原子，3）还原烯丙基化方法构建恩美因 D/E 环，4）灵活的路线允许三种天然产物的发散性合成。
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