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Productive Syntheses of 1-Ethynylcyclopropylamine and 1-Ethynylcyclobutylamine

  作者 KOZHUSHKOV SERGEI I; WAGNERGILLEN KARSTEN; KHLEBNIKOV ALEXANDER F; DE MEIJERE ARMIN  
  选自 期刊  Synthesis;  卷期  2010年-23;  页码  3967-3973  
  关联知识点  
 

[摘要]The new 1,1-dimethylpropargylamine surrogates, 1-ethynylcyclopropylamine (3) and 1-ethynylcyclobutylamine (5), were prepared as hydrochlorides from cyclopropylacetylene and 6-chlorohex-1-yne in overall yields of 39 and 25%, respectively, on a scale of up to 300 mmol. The amine 3 was converted into the new ethynyl-extended 1-aminocyclopropanecarboxylic acid 4, and both the amine 3 as well as the amino acid 4 were made available as their N-Fmoc-protected derivatives.

 
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