166832-61-7Relevant academic research and scientific papers
Diastereoselective synthesis of nitrogen-containing heterobicyclic and -tricyclic skeletons via intramolecular cyclization of (η4-diene)Fe(CO)3 complexes bearing amino acid derivatives
Yeh, Ming-Chang P.,Chuang,Hwu,Sheu,Row
, p. 3396 - 3407 (2008/10/09)
Addition of secondary amino acid derivatives to (η5-pentadienyl)tricarbonyliron cations gives (η4-diene)tricarbonyliron complexes in high yields with amino ester groups at the terminal position of the diene ligands. Treatments of the adducts containing a sarcosine, phenylalanine, or alanine moiety with lithium diisopropylamide (LDA), under an atmosphere of carbon monoxide, furnish fused 3-azabicyclo[3.3.0]octanecarboxylic acid derivatives. Under the same reaction conditions, intramolecular cyclizations of complexes containing a proline or pipecolinic acid derivative at the terminal position of the diene ligands give 6-azatricyclo[6.3.0.02,6]undecane and 7-azatricyclo[7.3.0.02,7]dodecane ring systems, respectively, whereas treatment of the complex containing a nipecotic acid derivative provides a bridged 8-azatricyclo[6.3.1.02,6]dodecanecarboxylic acid derivative.
