Tetrahedron p. 2825 - 2830 (1983)
Update date:2022-07-29
Topics:
Arts, N. B. M.
Weenen, H.
Klunder, A. J. H.
Zwanenburg, B.
The synthesis of two 5-substituted homocuneyl 4-acetates viz 4-acetoxy-5-carbomethoxypentacyclo<4.3.0.02.4.03.8.05.7>nonane (8) and 4-acetoxy-5-benzoylpentacyclo<4.3.0.02.4.03.8.05.7>nonane (9) is described starting from dicarboxylic acid (10).The base induced cage opening of these acetates has been studied.It was found for 9 that the regiochemistry of this process is not affected by the carbonyl containing functionality at C5.Exclusive opening of the cyclopropanol ring is observed.
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