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Stereoselective Syntheses of the 2-Isopropenyl-2,3-dihydrobenzofuran Nucleus: Potential Chiral Building Blocks for the Syntheses of Tremetone, Hydroxytremetone, and Rotenone
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2007-03-22 00:00:00 , DOI: 10.1021/jo062447h
Stephen C. Pelly 1 , Sameshnee Govender 1 , Manuel A. Fernandes 1 , Hans-Günther Schmalz 1 , Charles B. de Koning 1
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The first enantioselective synthesis of the 2-isopropenyl-2,3-dihydrobenzofuran skeleton of tremetone and hydroxytremetone from (E)-4-(2-hydroxyphenyl)-2-methyl-2-butenyl methyl carbonate and (E)-4-(2,6-dihydroxyphenyl)-2-methyl-2-butenyl methyl carbonate, respectively, is described. The key step is a catalytic palladium-mediated reaction in the presence of the chiral Trost ligand.

中文翻译:

立体选择性的2-异丙烯基-2,3-二氢苯并呋喃核的合成:潜在的手性构件的合成的tremetone,hydroxyttyremeremetone和鱼藤酮。

从(E)-4-(2-羟苯基)-2-甲基-2-丁烯基甲基碳酸酯和(E)-4-(分别描述了2,6-二羟基苯基)-2-甲基-2-丁烯基碳酸甲酯。关键步骤是在手性Trost配体存在下催化钯介导的反应。
更新日期:2007-03-22
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