An intramolecular substitution of hydroperoxy-endoperoxide to a bis-endoperoxide.

Autor: Kishali NH; Department of Chemistry, Faculty of Arts and Sciences, Atatürk University, 25240 Erzurum, Turkey. nhorasan@atauni.edu.tr, Sahin E, Kara Y
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2006 Apr 27; Vol. 8 (9), pp. 1791-3.
DOI: 10.1021/ol060272s
Abstrakt: [reaction: see text] A new and stereospecific synthesis for bis-endoperoxide has been developed starting from tetrahydronaphthalene. Photooxygenation of tetrahydronaphthalene resulted in the formation of hydroperoxy-endoperoxide. The bromination reaction of hydroperoxy-endoperoxide gave bis-endoperoxide, whose exact configuration has been determined by X-ray analysis. The lowest-energy conformer of bis-endoperoxide is the boat-chair form.
Databáze: MEDLINE