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Intra- and Intermolecular Oxa-Pictet-Spengler Cyclization Strategy for the Enantioselective Synthesis of Deoxy Analogues of (+)-Nanomycin A Methyl Ester, (+)-Eleutherin, (+)-Allo-Eleutherin, and (+)-Thysanone

  作者 SAWANT RAJIV T; JADHAV SATISH G; WAGHMODE SURESH B  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2010年-23;  页码  4442-4449  
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[摘要]Enantioselective synthesis of deoxy analogues of pyranonaphthociumone antibiotics (+)-nanomycin A methyl ester, (+)eleutherin, (+)-allo-eleutherin, and (+)-thysanone was achieved in good overall yield with high enantio- and diastereoselectivity from the common Intermediate (R)-3-(2,5-dimethoxyphenyl)propane-1,2-diol The intramolecular oxa-Pictet-Spengler cyclization of 6-aryl-1,3-dioxolone was developed for the first tune and utilized in the enantioselective synthesis of (+)-deoxynanomycin A methyl ester, whereas the intermolecular oxa-Pictet-Spengler cyclization strategy was applied to the enantioselective synthesis of deoxy analogues of (+)-eleutherin, (+)-allo-eleutherin, and (+)-thysanone

 
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