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Concise Syntheses of (+)-Macrosphelides A and B: Studies on the Macro-Ring Closure Strategy.

  作者 Paek, Seung-Mann;Yun, Hwayoung;Kim, Nam-Jung;Jung, Jong-Wha;Chang, Dong-Jo;Lee, Sujin;Yoo, Jakyung;Park, Hyun-Ju;Suh, Young-Ger;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2009年74-2;  页码  554-561  
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[摘要]Highly concise syntheses of (+)-macrosphelides A and B I (R = OH, R1 = H; RR1 = O, resp.) were accomplished in this study. The key feature of our synthetic route involved the direct three-carbon homologation of the readily available Weinreb amide II by the addn. of a trans-vinylogous ester anion equiv. and facile construction of the 16-membered macrolide skeleton of macrosphelides via an intramol. nitrile oxide-olefin cycloaddn. The syntheses of macrosphelides A and B were completed with a 30 and 20% overall yield, resp. This paper describes the details of our syntheses.

 
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