Synthesis of Carbocycles via Intramolecular Conjugate Additions: Another Solution to the Terpenoid Side Chain Stereochemistry Problem |
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| Authors: | Guevel Alyx-Caroline Hart David J. |
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| Affiliation: | Department of Chemistry, The Ohio State University, 120 W. 18th Avenue, Columbus, Ohio 43210. |
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| Abstract: | Intramolecular conjugate additions of keto esters 7-11, mediated by pyrrolidine-acetic acid, provide perhydroindans or bicyclo[6.3.0]undecanes with high levels of diastereoselectivity at the acyclic stereogenic center. Levels of acyclic diastereoselection depend on starting unsaturated ester olefin geometry. |
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