Enantioselective syntheses of tremulenediol A and tremulenolide A |
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Authors: | Ashfeld Brandon L Martin Stephen F |
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Affiliation: | Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, USA. |
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Abstract: | [reaction: see text] An enantioselective entry to the skeleton of the tremulane sesquiterpenes is described. The approach features a series of efficient transition metal-catalyzed reactions commencing with an enantioselective rhodium(II)-catalyzed intramolecular cyclopropanation followed by a regioselective allylic alkylation and a diastereoselective rhodium(I)-catalyzed [5 + 2] cycloaddition. This strategy was applied to the first enantioselective syntheses of tremulenediol A and tremulenolide A. |
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