Armbrust Kurt W, Beaver Matthew G, Jamison Timothy F
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States.
J Am Chem Soc. 2015 Jun 3;137(21):6941-6. doi: 10.1021/jacs.5b03570. Epub 2015 May 18.
[Rh(CO)2Cl]2 is as an effective catalyst for endo-selective cyclizations and cascades of epoxy-(E)-enoate alcohols, thus enabling the synthesis of oxepanes and oxepane-containing polyethers from di- and trisubstituted epoxides. Syntheses of the ABC and EF ring systems of (-)-brevisin via all endo-diepoxide-opening cascades using this method constitute a formal total synthesis and demonstrate the utility of this methodology in the context of the synthesis of marine ladder polyether natural products.
[Rh(CO)₂Cl]₂是一种有效的催化剂,可用于环氧-(E)-烯酸酯醇的内型选择性环化和串联反应,从而能够从二取代和三取代环氧化物合成氧杂环庚烷和含氧杂环庚烷的聚醚。使用该方法通过全内型双环氧化物开环串联反应合成(-)-短裸甲藻毒素的ABC和EF环系统构成了形式上的全合成,并证明了该方法在海洋梯形聚醚天然产物合成中的实用性。