Pd-catalyzed carbonylative lactamization: a novel synthetic approach to FR900482 |
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Authors: | Trost Barry M Ameriks Michael K |
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Institution: | Department of Chemistry, Stanford University, Stanford, CA 94305-5080, USA. bmtrost@stanford.edu |
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Abstract: | An asymmetric synthesis of the benzazocine core of FR900482 has been achieved in 15 steps from 3,5-dinitro-p-toluic acid. Key features of the synthesis include an enantioselective N-methylephedrine-mediated zinc acetylide addition to a highly enolizable arylacetaldehyde and a novel Pd-catalyzed carbonylative lactamization to form an eight-membered ring. reaction--see text] |
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