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Thiourea/Proline Derivative-Catalyzed Synthesis of Tetrahydrofuran Derivatives: A Mechanistic View

  作者 OPALKA SUZANNE M; STEINBACHER JEREMY L; LAMBIRIS BRANDON A; MCQUADE D TYLER  
  选自 期刊  Journal of Organic Chemistry;  卷期  2011年76-16;  页码  6503-6517  
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[摘要]A thiourea/proline derivative-catalyzed synthesis of linear a-substituted tetrahydrofuran/pyran derivatives starting with lactol substrates is presented. This study demonstrates the utility and potential complications of using (thio)urea/proline cocatalysis as each of these catalysts is necessary to provide the observed reactivity, but a time-dependent decrease in enantioselectivity is observed. New mechanistic insights into (thio)urea/proline cocatalysis are presented.

 
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