153077-13-5Relevant articles and documents
A concise synthesis of the novel antibiotic aranorosin
McKillop,McLaren,Watson,Taylor,Lewis
, p. 5519 - 5522 (1993)
A short synthesis of the novel antibiotic aranorosin is described which employs a novel hypervalent iodine-mediated oxidative hydroxylation of a tyrosinal derivative in the key step. A similar procedure was employed to prepare 6'-epiaranorosin, and hence establish the stereochemistry of the natural compound.
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.