Synthesis of Polysubstituted Bicyclo [3.3. 1] nonane-3, 7-diones from Cyclohexa-2, 5-dienones and Dimethyl 1, 3-Acetonedicarboxylate
P Camps, A González, D Muñoz-Torrero, M Simon…
Index: Camps, Pelayo; Gonzalez, Albert; Munoz-Torrero, Diego; Simon, Montserrat; Zuniga, Adriana; Martins, Miriam A.; Font-Bardia, Merce; Solans, Xavier Tetrahedron, 2000 , vol. 56, # 41 p. 8141 - 8151
Full Text: HTML
Citation Number: 22
Abstract
Oxidation of polysubstituted phenols with phenyliodonium diacetate gives cyclohexa-2, 5- dienones, which on reaction with dimethyl 1, 3-acetonedicarboxylate afford double-Michael- addition derivatives, whose hydrolysis and decarboxylation provides polysubstituted bicyclo [3.3. 1] nonane-3, 7-diones. For steric and/or electronic reasons, the Michael reaction only works with 3, 5-unsubstituted or 3-substituted cyclohexa-2, 5-dienones, if the substituent is ...
Related Articles:
Silica-supported KHSO4: an efficient system for activation of aromatic terminal olefins
[Das, Ram Nath; Sarma, Kuladip; Pathak, Madan Gopal; Goswami, Amrit Synlett, 2010 , # 19 p. 2908 - 2912]
Silica-supported KHSO4: an efficient system for activation of aromatic terminal olefins
[Das, Ram Nath; Sarma, Kuladip; Pathak, Madan Gopal; Goswami, Amrit Synlett, 2010 , # 19 p. 2908 - 2912]
[Ojika; Wakamatsu; Niwa; Yamada Tetrahedron, 1987 , vol. 43, # 22 p. 5275 - 5280]
[Ojika, Makoto; Wakamatsu, Kazumasa; Niwa, Haruki; Yamada, Kiyoyuki; Hirono, Iwao Chemistry Letters, 1984 , p. 397 - 400]
[Ojika, Makoto; Wakamatsu, Kazumasa; Niwa, Haruki; Yamada, Kiyoyuki; Hirono, Iwao Chemistry Letters, 1984 , p. 397 - 400]