Synthesis of 6,8-diazabicyclo[3.2.2]nonanes: Conformationally restricted piperazine derivatives

Authors
Weigl, M Wunsch, B
Citation
M. Weigl et B. Wunsch, Synthesis of 6,8-diazabicyclo[3.2.2]nonanes: Conformationally restricted piperazine derivatives, ORG LETT, 2(9), 2000, pp. 1177-1179
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
9
Year of publication
2000
Pages
1177 - 1179
Database
ISI
SICI code
1523-7060(20000504)2:9<1177:SO6CRP>2.0.ZU;2-R
Abstract
Starting with the proteinogenic amino acid (S)-glutamate, a general method for the synthesis of 3-(piperazin-2-yl)propionic acid esters 7 with various substituents at N-4 of the piperazine ring system is presented. An intramo lecular ester condensation of 7 is the key step in the formation of the 6,8 -diazabicyclo[3.2.2]nonane derivatives 8-10, which are of interest as confo rmationally restricted piperazines.