51260-49-2Relevant academic research and scientific papers
Intramolecular photoreactions of cyclopentenones and styrenes fixed in a rigid molecule
Ogino, Toshio,Wada, Fumio,Kaneko, Saiko
, p. 6523 - 6526 (1995)
8- and 9-phenyltricyclo[5.2.1.02,6]deca-4,8-dien-3-ones were prepared and their photochemical behavior was examined. Although each of the compounds gave an intramolecular [2+2] cycloaddition product upon direct irradiation, it was found that details of the respective reaction pathways strikingly differ from one another according to orientation of the styrene and enone moieties.
A synthesis of hirsutene: a simple route via β-enolization
Dawson, Brian A.,Ghosh, Ashim K.,Jurlina, Jeffrey L.,Ragauskas, Arthur J.,Stothers, J. B.
, p. 2521 - 2525 (2007/10/02)
A simple sequence from dicyclopentadiene to the cis,anti,cis-tricyclopentanoid carbon skeleton of the hirsutanes is described.A key step employs a β-enolate rearrangement to generate the ring system having the desired stereochemistry.The route to the requisite ketone for this rearrangement utilizes efficient ring expansion via homoketonization.
Homoenolisation: a Simple Route to Hirsutene
Dawson, Brian A.,Ghosh, Ashim K.,Jurlina, Jeffrey L.,Stothers, J. B.
, p. 204 - 205 (2007/10/02)
A sequence leading from dicyclopentadiene to the cis,anti,cis-tricyclopentane ring system of the hirsutanes is described in which the key step utilizes rearrangement by homoenolisation to generate the carbon skeleton with the requisite stereochemistry.
