Dienyne ring-closing metathesis approach for the construction of taxosteroids |
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Authors: | Aldegunde María J García-Fandiño Rebeca Castedo Luis Granja Juan R |
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Institution: | Departamento de Química Orgánica e Unidade Asociada ó C.S.I.C. Facultade de Química, Universidade de Santiago, 15782 Santiago de Compostela, Spain. |
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Abstract: | A cascade dienyne ring-closing metathesis approach has been applied to the synthesis of the tetracyclic carbon framework of a new class of hybrid compounds-the taxosteroids-possessing carbon frameworks incorporating moieties characteristic of both taxanes (such as AB rings) and steroids (i.e., CD system and side chain). This tandem cyclization is highly stereoselective, allowing the one-step formation of the bicyclo5.3.1]undecene system characteristic of taxol. In this work we describe the scope and limitations of such cyclizations. |
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Keywords: | medium‐ring compounds metathesis ring‐closing dienyne metathesis (RCDEYM) steroid analogues taxosteroids |
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