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Intramolecular Hydride Addition to Pyridinium Salts: New Routes to Enantiopure Dihydropyridones

  作者 DONOHOE TIMOTHY J; CONNOLLY MATTHEW J; RATHI AKSHAT H; WALTON LESLEY  
  选自 期刊  Organic Letters;  卷期  2011年13-8;  页码  2074-2077  
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[摘要]The transformation of a simple disubstituted pyridine into a pyridinium ion bearing an exocyclic hydroxyl group, protected as a silane, enabled an intramolecular hydride transfer reaction to take place when fluoride was used as a nucleophile. The addition was both regio- and stereoselective and enabled the formation of enantiopure dihydropyridones when enantiopure pyridine derivatives were used in this sequence. The heterocyclic products contain ample functionality for further elaboration reactions and subsequent derivatization.

 
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