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Synthesis 1993; 1993(12): 1223-1225
DOI: 10.1055/s-1993-26028
short paper
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Alkylation and Aroylation Reactions of Tetracyclo[6.3.04,11.05,9[undecane-2,7-dione

Shoji Eguchi* , Akihito Kanematsu, Akira Umada
  • *Institute of Applied Organic Chemistry, Faculty of Engineering, Nagoya University, Furocho, Chikusa-ku, Nagoya 464-01, Japan
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Publication Date:
29 April 2002 (online)

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The alkylation and aroylation of tetracyclo[6.3.04,11.05,9] undecane-2,7-dione (i.e., TCUD-2,7-dione) (1) are reported. The reaction of the lithium enolate of 1 in the presence of HMPA with alkyl halides (1.5-2.0 equiv) gave bisalkylated products 3 only in moderate yields, accompanied by a considerable amount of monoaroyl products 4.