One-pot synthesis of adamantane derivatives by domino Michael reactions from ethyl 2,4-dioxocyclohexanecarboxylate.
Adamantane derivatives were constructed by the one-pot reaction of ethyl 2,4-dioxocyclohexanecarboxylate with 2-phenylethyl 2-(acetoxymethyl)acrylate or 2-(acetoxymethyl)-1-phenyl-2-propen-1-one via domino Michael reactions and a Dieckmann condensation or an aldol-type reaction (four-bond formation). This is the first one-pot construction of adamantane derivatives from cyclohexanone derivatives not involving enamines.
Takagi
Ryukichi
R
Department of Chemistry, Graduate School of Science, Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima 739-8526, Japan. rtakagi@hiroshima-u.ac.jp.
Miwa
Yukiko
Y
Matsumura
Shuji
S
Ohkata
Katsuo
K