149451-90-1Relevant academic research and scientific papers
An efficient synthesis of the piperazinone fragment of pseudotheonamide A1 via a stereoselective intramolecular Michael ring closure
Shioiri, Takayuki,Irako, Naoko
, p. 130 - 131 (2007/10/03)
The stereoselective intramolecular Michael ring closure of the dipeptide efficiently gives the piperazinone fragment of pseudotheonamide A1, a serine protease inhibitor from the marine sponge Theonella swinhoei.
The total synthesis of the diepoxycyclohexanone antibiotic aranorosin and novel synthetic analogues
McKillop, Alexander,McLaren, Lee,Taylor, Richard J. K.,Watson, Robert J.,Lewis, Norman J.
, p. 1385 - 1393 (2007/10/03)
A short synthesis of the novel antibiotic aranorosin in chiral form is described which employs (i) a novel hypervalent iodine-mediated oxidative hydroxylation of a tyrosinal derivative and (ii) a stereocontrolled cis-bisepoxidation in the key steps. A similar procedure was employed to prepare 6′-epiaranorosin, and hence establish the stereochemistry of the natural compound, and to prepare novel aranorosin analogues. An organometallic route is described which gives desamidoaranorosin.
