Total synthesis of (+)-frondosin A. Application of the Ru-catalyzed [5+2] cycloaddition
摘要：
The first total synthesis of (+)-frondosin A was accomplished in 19 longest linear and 21 total steps from commercially available materials. The key features of the synthesis include a Ru-catalyzed [5+2] cycloaddition, a Claisen rearrangement, and a ring expansion to construct the core of the frondosin A in a diastereoselective and regioselective fashion. This is the first application of a Ru-catalyzed [5+2] cycloaddition in the total synthesis of a natural product. Through this synthesis, the absolute configuration of (+)-frondosin A was established.
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关键词：
Animals Ruthenium Bicyclo Compounds Anti-Inflammatory Agents Cyclization Catalysis Porifera Stereoisomerism Models, Chemical Biological Agents
DOI：
10.1021/ja073272b
被引量：
年份：
2007
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