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Synthesis of bistramide A and analogues, part 1: stereoselective access to normethyl tetrahydropyran subunit.

  作者 Hiebel, Marie-Aude;Pelotier, Beatrice;Lhoste, Paul;Piva, Olivier;  
  选自 期刊  SYNLETT;  卷期  2008年-8;  页码  1202-1204  
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[摘要]A stereoselective synthesis of the normethyl C(1)-C(13) fragment of bistramide A is described. The key steps involve asym. Sharpless epoxidn., cross-metathesis reaction, and intramol. oxa-Michael reaction. The trans-2,6-disubstituted tetrahydropyran subunit was synthesized in an overall yield of 7% with 96% ee. The cis isomer was prepd. by a similar pathway with the same efficiency and enantioselectivity.

 
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