Synthesis of spiro-bisperoxyketals
P Ghorai, PH Dussault, C Hu
Index: Ghorai, Prasanta; Dussault, Patrick H.; Hu, Chunhua Organic Letters, 2008 , vol. 10, # 12 p. 2401 - 2404
Full Text: HTML
Citation Number: 50
Abstract
Syntheses of spirocyclic bis-1, 2-dioxolanes, bis-1, 2-dioxanes, and bis-1, 2-dioxepanes are achieved through intramolecular ketalizations of hydroperoxy ketones or intramolecular alkylations of gem-dihydroperoxides. The spiroperoxides have excellent thermal and chemical stability, and several display promising activity against P. falciparum.
Related Articles:
Thallium trinitrate mediated oxidation of 3-alkenols: Ring contraction vs cyclization
[Ferraz, Helena M. C.; Longo Jr., Luiz S.; Zukerman-Schpector, Julio Journal of Organic Chemistry, 2002 , vol. 67, # 10 p. 3518 - 3521]
[Crotti, Paolo; Badalassi, Fabrizio; Di Bussolo, Valeria; Favero, Lucilla; Pineschi, Mauro Tetrahedron, 2001 , vol. 57, # 40 p. 8559 - 8572]
Intramolecular and intermolecular Lewis acid catalyzed ene reactions using ketones as enophiles
[Jackson, Andrew C.; Goldman, Boris E.; Snider, Barry B. Journal of Organic Chemistry, 1984 , vol. 49, # 21 p. 3988 - 3994]
[Crotti, Paolo; Badalassi, Fabrizio; Di Bussolo, Valeria; Favero, Lucilla; Pineschi, Mauro Tetrahedron, 2001 , vol. 57, # 40 p. 8559 - 8572]
[Lillie, Thomas S.; Ronald, Robert C. Journal of Organic Chemistry, 1985 , vol. 50, # 25 p. 5084 - 5088]