Tandem intramolecular Michael-aldol reaction as a tool for the construction of the C-ring of hexacyclinic acid |
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Authors: | Stelmakh Andriy Stellfeld Timo Kalesse Markus |
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Institution: | Institute of Organic Chemistry, University of Hannover, Schneiderberg 1B, 30167 Hannover, Germany. |
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Abstract: | reaction: see text] The tandem intramolecular Michael-aldol reaction was studied as a tool for the construction of the C-ring of hexacyclinic acid. By changing the reaction conditions it was possible to selectively obtain either the kinetic or the thermodynamic product. Retro-aldol reaction and subsequent epimerization provides four individual cyclopentane derivatives that can be incorporated as building blocks in natural product syntheses. |
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