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Diastereoselective One-Pot Synthesis of 7-and 8-Substituted 5-Phenylmorphans

  作者 LIM HWAN JUNG; DESCHAMPS JEFFREY R; JACOBSON ARTHUR E; RICE KENNER C  
  选自 期刊  Organic Letters;  卷期  2011年13-19;  页码  5322-5325  
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[摘要]Novel 7- and 8-alkyl and aryl substituted 5-phenylmorphans were synthesized from substituted allyl halides and N-benzy1-4-ary1-1,2,3,6-tetrahydropyridine by a highly efficient and diastereoselective reaction series, "one-pot" alkylation and ene-imine cyclization followed by sodium borohydride reduction. Mild cyclization conditions gave the desired substituted 5-phenylmorphans in good yield as a single diastereomer.

 
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