1227366-14-4Relevant academic research and scientific papers
Boehmeriasin A as new lead compound for the inhibition of topoisomerases and SIRT2
Christodoulou, Michael S.,Calogero, Francesco,Baumann, Marcus,García-Argáez, Aída Nelly,Pieraccini, Stefano,Sironi, Maurizio,Dapiaggi, Federico,Bucci, Raffaella,Broggini, Gianluigi,Gazzola, Silvia,Liekens, Sandra,Silvani, Alessandra,Lahtela-Kakkonen, Maija,Martinet, Nadine,Nonell-Canals, Alfons,Santamaría-Navarro, Eduardo,Baxendale, Ian R.,Dalla Via, Lisa,Passarella, Daniele
, p. 766 - 775 (2015/02/05)
Two synthetic approaches to boehmeriasin A are described. A gram scale racemic preparation is accompanied by an efficient preparation of both the pure enantiomers using the conformationally stable 2-piperidin-2-yl acetaldehyde as starting material. The an
First asymmetric synthesis of boehmeriasin A
Dumoulin, David,Lebrun, Stephane,Couture, Axel,Deniau, Eric,Grandclaudon, Pierre
experimental part, p. 1943 - 1950 (2010/06/13)
The first asymmetric synthesis of phenanthroquinolizidine alkaloid (R)-boehmeriasin A is described. Two alternative synthetic pathways to the key intermediate (RS,R)-4 were achieved through a combination of highly diastereoselective 1,2-nucleophilic addition on (-)-(S)-l-amino-2-(methoxy methyl)pyrrolidine hydrazones with a ring-closing metathesis to ensure the construction of the piperidine template. A subsequent acylation/oxidation/aldol condensation/radical cyclization sequence completed the assembly of the title (R)configured natural product.
