0Department of Mathematics and Natural Science, University of Stavanger, Norway
Martinelline (1) and Martinellic acid (2) were in 1995 isolated from M. iquitosensis root extracts . The isolated compounds, in particular Martinelline, were found to display bradykinin antagonistic activity. Martinelline also possessed antimicrobial properties and high binding affinity to
α1-adrenergic and muscarinic receptors [1,2]. Herein we present our first-generation catalytic enantioselective synthesis of the partially reduced quinoline core structure of the Martinella alkaloids in 75% ee . In our second-generation approach towards the Martinella core structure and subsequently towards alkaloids 1 and 2, absolute stereochemistry is installed using Sharpless asymmetric epoxidation , followed by aminolysis of the epoxide.
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