期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 13, 期 18, 页码 5135-5150出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200601685
关键词
medium-ring compounds; metathesis; ring-closing dienyne metathesis (RCDEYM); steroid analogues; taxosteroids
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 bicyclo[5.3.1]undecene system characteristic of taxol. In this work we describe the scope and limitations of such cyclizations.
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