145661-52-5Relevant academic research and scientific papers
New cyclohexadienone derivatives: Preparation and chiral discrimination in high-pressure diels - Alder cycloadditions
Tran-Huu-Dau, Marie-Elise,Wartchow, Rudolf,Winterfeldt, Ekkehard,Wong, Yung-Sing
, p. 2349 - 2369 (2007/10/03)
A wide range of cyclohexadienones has been synthesised in order to study their reactivity and their regio- and stereoselectivity with the enantiopure diene 1 under high-pressure conditions. Computational investigations were used to point out some paramete
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.
