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Title: Enantioselective syntheses of tremulenediol A and tremulenolide A. Author: Ashfeld BL, Martin SF. Journal: Org Lett; 2005 Sep 29; 7(20):4535-7. PubMed ID: 16178577. 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.[Abstract] [Full Text] [Related] [New Search]