Amine-mediated tandem conjugative isomerization-bridging Michael addition: concise synthesis of 1-azabicyclo[3.3.1]nonanes

Autor: Anh Ngoc Ngo, Zacharias Amara, Delphine Joseph, Khadija El Kassimi, Emmanuelle Drège
Rok vydání: 2012
Předmět:
Zdroj: Tetrahedron Letters. 53:3296-3300
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2012.04.069
Popis: To reach densely functionalized 1-azabicyclo[3.3.1]nonane frameworks synthesis, a stereocontrolled bridging Michael addition involving an unexplored C-5/C-6 disconnection strategy was studied. 1-Azabicyclo[3.3.1]nonane scaffolds have been diastereoselectively elaborated in fairly good yields by two concise pathways implying pyrrolidine derivative organocatalyst or enantiopure 1-phenylethylamine.
Databáze: OpenAIRE