4.5 Article

Retro-Diels-Alder Protocol for the Synthesis of Pyrrolo[1,2-a]pyrimidine and Pyrimido[2,1-a]isoindole Enantiomers

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2013, 期 22, 页码 4887-4894

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300452

关键词

Synthetic methods; Nitrogen heterocycles; Domino reactions; Microwave chemistry; Chiral auxiliaries

资金

  1. Hungarian Research Foundation (OTKA) [T81371]
  2. [TAMOP 4.2.2/B-10/1-2010-0012]

向作者/读者索取更多资源

A simple protocol was introduced to prepare several enantiomerically pure heterocycles by using (-)-(1R, 2R, 3S, 4S)-3-aminonorbornene-2-carboxylic acid as a chiral auxiliary. The protocol is based on a domino ring-closure reaction, in which the relative configuration of the new asymmetric center is controlled by the stereochemistry of the amino acid, followed by a microwave-induced retro-Diels-Alder reaction.

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